B3DB_classification_index
string
compound_name
string
IUPAC_name
string
SMILES
string
CID
float64
logBB
float64
Y
int64
Inchi
string
threshold
float64
reference
string
group
string
comments
string
ClusterNo
int64
MolCount
int64
B3DB_classification_183
2',3'-dideoxy-3'-hydroxymethylcytidine
4-amino-1-[4,5-bis(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn(C2CC(CO)C(CO)O2)c(=O)n1
14,840,722
-0.79
1
InChI=1S/C10H15N3O4/c11-8-1-2-13(10(16)12-8)9-3-6(4-14)7(5-15)17-9/h1-2,6-7,9,14-15H,3-5H2,(H2,11,12,16)
null
R2|R2|R8|R40|R4|R47|
training
null
23
82
B3DB_classification_186
2´,3´-dideoxy-3´-hydroxymethylcytidine
null
Nc1ccn([C@@H]2CC(CO)C(CO)O2)c(=O)n1
null
-0.79
1
InChI=1S/C10H15N3O4/c11-8-1-2-13(10(16)12-8)9-3-6(4-14)7(5-15)17-9/h1-2,6-7,9,14-15H,3-5H2,(H2,11,12,16)/t6?,7?,9-/m0/s1
null
R2|R2|R25|R46|
training
null
23
82
B3DB_classification_200
zidovudine
1-[4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn(C2CC(N=[N+]=[N-])C(CO)O2)c(=O)[nH]c1=O
5,726
-0.72
1
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)
null
R47|R36|R2|R2|R8|R21|R27|R40|R3|R4|R38|R41|R43|
training
null
23
82
B3DB_classification_202
zidovudine
[2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]imino-iminoazanium
Cc1cn(C2CC(N=[N+]=N)C(CO)O2)c(=O)[nH]c1=O
6,327,751
-0.72
1
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,11,16H,2,4H2,1H3/p+1
null
R2|R2|R12|R25|R46|
training
null
23
82
B3DB_classification_203
zidovudine
[[2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]amino]azaniumylideneazanide
Cc1cn(C2CC(NN=N)C(CO)O2)c(=O)[nH]c1=O
23,304,844
-0.72
1
InChI=1S/C10H15N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H2,11,13)(H,12,17,18)
null
R36|
training
null
23
82
B3DB_classification_204
ncistruc1_000794
1-[(2s,4s,5r)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn([C@@H]2C[C@H](N=[N+]=[N-])[C@H](CO)O2)c(=O)[nH]c1=O
6,713,644
-0.72
1
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7-,8-/m0/s1
null
R48|
training
null
23
82
B3DB_classification_207
zidovudine
1-[(2r,4s,5s)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
35,370
-0.7
1
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1
null
R18|R26|R27|R11|R11|R17|R49|R5|R42|
training
null
23
82
B3DB_classification_220
s120
null
O=C1CC=[N+](C2CC(F)C(CO)O2)C(=O)N1
null
-0.69
1
InChI=1S/C9H11FN2O4/c10-5-3-8(16-6(5)4-13)12-2-1-7(14)11-9(12)15/h2,5-6,8,13H,1,3-4H2/p+1
null
R45|
training
null
23
82
B3DB_classification_223
ribavirin
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
NC(=O)c1ncn(C2OC(CO)C(O)C2O)n1
5,064
-0.67
1
InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)
null
R2|R2|R8|R21|R25|R27|R46|R47|R40|
training
null
23
82
B3DB_classification_226
ribavirin
2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]triazole-4-carboxamide
NC(=O)c1cnn(C2OC(CO)C(O)C2O)n1
21,523,707
-0.67
1
InChI=1S/C8H12N4O5/c9-7(16)3-1-10-12(11-3)8-6(15)5(14)4(2-13)17-8/h1,4-6,8,13-15H,2H2,(H2,9,16)
null
R43|
training
null
23
82
B3DB_classification_245
alovudine
1-[4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn(C2CC(F)C(CO)O2)c(=O)[nH]c1=O
284,240
-0.6
1
InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)
null
R36|R3|R25|R27|R38|R41|R43|R46|R47|R2|R2|R40|
training
null
23
82
B3DB_classification_287
stavudine
1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn(C2C=CC(CO)O2)c(=O)[nH]c1=O
5,155
-0.48
1
InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)
null
R18|R25|R26|R41|R3|R38|R40|R21|R27|R27|R43|R46|R47|R2|R2|R8|R27|
training
null
23
82
B3DB_classification_515
s122
null
CC1C=[N+](C2CC(N=[N+]=N)C(CO)O2)C(=O)NC1=O
null
-0.05
1
InChI=1S/C10H14N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,5-8,11,16H,2,4H2,1H3/q+1/p+1
null
R45|
training
null
23
82
B3DB_classification_2047
schembl20815730
(2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
COc1ccc(C[C@H](N)C(=O)NC2[C@@H](O)[C@H](n3cnc4c(N(C)C)ncnc43)O[C@@H]2CO)cc1
11,953,804
null
0
InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16?,18+,22+/m0/s1
-1
R1|R27|R30|
training
null
23
82
B3DB_classification_2160
s-adenosyl-l-methionine
(2s)-2-amino-4-[[(2s,3s,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
C[S+](CC[C@H](N)C(=O)O)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
34,756
null
1
InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1
-1
R1|R13|R6|R27|R30|
training
null
23
82
B3DB_classification_2209
stavudine
1-[(2r,5s)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn([C@H]2C=C[C@@H](CO)O2)c(=O)[nH]c1=O
18,283
null
1
InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1
-1
R1|R9|R24|R27|R30|
training
null
23
82
B3DB_classification_2302
ribavirin
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n1
37,542
null
0
InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1
-1
R1|R27|R30|
training
null
23
82
B3DB_classification_2497
floxuridine
5-fluoro-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1F
5,790
null
0
InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
-1
R1|R15|R27|R30|
training
null
23
82
B3DB_classification_2511
58-96-8
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1ccn(C2OC(CO)C(O)C2O)c(=O)[nH]1
1,177
null
1
InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)
-1
R1|R27|R30|
training
null
23
82
B3DB_classification_2547
pentostatin
(8r)-3-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4h-imidazo[4,5-d][1,3]diazepin-8-ol
OC[C@H]1O[C@@H](n2cnc3c2NC=NC[C@H]3O)C[C@@H]1O
439,693
null
1
InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1
-1
R1|R27|R30|
training
null
23
82
B3DB_classification_3431
null
null
COc1ccc(C[C@H](N)C(=O)N[C@H]2[C@H](O)[C@@H](n3cnc4c(N(C)C)ncnc43)O[C@@H]2CO)cc1
null
null
0
InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18-,22-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3613
84414-90-4
1-[(2s,5s)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn([C@@H]2C=C[C@@H](CO)O2)c(=O)[nH]c1=O
727,961
null
1
InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3614
zinc4537463
1-[(2s,4s,5s)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn([C@@H]2C[C@H](F)[C@H](CO)O2)c(=O)[nH]c1=O
92,222,767
null
1
InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7-,8-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3615
chembl1253612
1-[(2s,4s,5s)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn([C@@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
10,220,987
null
1
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3672
cas-36791-04-5
1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
NC(=O)c1ncn([C@H]2O[C@@H](CO)[C@@H](O)[C@@H]2O)n1
6,604,395
null
1
InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4+,5-,8-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3705
null
null
Nc1ccn([C@@H]2C[C@@H](CO)[C@@H](CO)O2)c(=O)n1
null
null
1
InChI=1S/C10H15N3O4/c11-8-1-2-13(10(16)12-8)9-3-6(4-14)7(5-15)17-9/h1-2,6-7,9,14-15H,3-5H2,(H2,11,12,16)/t6-,7+,9-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3706
.beta.-l-xylo-c
4-amino-1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn([C@H]2O[C@@H](CO)[C@@H](O)[C@@H]2O)c(=O)n1
6,480,064
null
1
InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6+,7-,8-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3709
zinc3830565
(2s,3s,5s)-5-(6-amino-2-chloropurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Nc1nc(Cl)nc2c1ncn2[C@@H]1C[C@H](O)[C@H](CO)O1
474,901
null
1
InChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5-,6-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3713
l-adenosine
(2s,3s,4s,5s)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Nc1ncnc2c1ncn2[C@H]1O[C@@H](CO)[C@@H](O)[C@@H]1O
7,000,182
null
1
InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6+,7-,10-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3778
schembl4854536
5-fluoro-1-[(2s,4s,5s)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1[nH]c(=O)n([C@@H]2C[C@H](O)[C@H](CO)O2)cc1F
10,966,793
null
0
InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6-,7-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3781
zinc13827997
9-[(2s,5s)-5-(hydroxymethyl)oxolan-2-yl]-1h-purin-6-one
O=c1[nH]cnc2c1ncn2[C@@H]1CC[C@@H](CO)O1
136,259,320
null
0
InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3786
yridine
1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1ccn([C@H]2O[C@@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]1
7,059,438
null
1
InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6+,7-,8-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_3797
zinc14649463
(8s)-3-[(2s,4s,5s)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4h-imidazo[4,5-d][1,3]diazepin-8-ol
OC[C@@H]1O[C@H](n2cnc3c2NC=NC[C@@H]3O)C[C@@H]1O
124,355,661
null
1
InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7-,8-,9-/m0/s1
-1
R13|
training
null
23
82
B3DB_classification_4626
cytarabin
4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn(C2OC(CO)C(O)C2O)c(=O)n1
596
null
1
InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)
-1
R19|R28|R27|R36|
training
null
23
82
B3DB_classification_4628
piroxicam
5-(6-amino-2-chloropurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Nc1nc(Cl)nc2c1ncn2C1CC(O)C(CO)O1
1,546
null
1
InChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)
-1
R19|R28|R27|R36|
training
null
23
82
B3DB_classification_5047
ribavirin
2-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]triazole-4-carboxamide
NC(=O)c1cnn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n1
21,825,595
null
1
InChI=1S/C8H12N4O5/c9-7(16)3-1-10-12(11-3)8-6(15)5(14)4(2-13)17-8/h1,4-6,8,13-15H,2H2,(H2,9,16)/t4-,5-,6-,8-/m1/s1
null
R9|
training
null
23
82
B3DB_classification_5051
cytarabine
4-amino-1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1
6,175
null
1
InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1
null
R9|R24|
training
null
23
82
B3DB_classification_5052
cladribine
(2r,5r)-5-(6-amino-2-chloropurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Nc1nc(Cl)nc2c1ncn2[C@H]1CC(O)[C@@H](CO)O1
21,147,181
null
1
InChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4?,5-,6-/m1/s1
null
R9|
training
null
23
82
B3DB_classification_5054
vidarabine
(2r,3r,4s,5r)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
60,961
null
1
InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
null
R9|R15|
training
null
23
82
B3DB_classification_5061
schembl12202591
(8r)-3-[(2r,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4h-imidazo[4,5-d][1,3]diazepin-8-ol
OC[C@H]1O[C@@H](n2cnc3c2NC=NC[C@H]3O)CC1O
44,266,030
null
1
InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6?,7-,8-,9-/m1/s1
null
R9|
training
null
23
82
B3DB_classification_5105
adefovir dipivoxil
[2-(6-aminopurin-9-yl)ethoxymethyl-(2,2-dimethylpropanoyloxymethoxy)phosphoryl]oxymethyl 2,2-dimethylpropanoate
CC(C)(C)C(=O)OCOP(=O)(COCCn1cnc2c(N)ncnc21)OCOC(=O)C(C)(C)C
60,871
null
0
InChI=1S/C20H32N5O8P/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)
null
R14|R23|
training
null
23
82
B3DB_classification_5138
apropovir
1-(6-aminopurin-9-yl)propan-2-yloxymethylphosphonic acid
CC(Cn1cnc2c(N)ncnc21)OCP(=O)(O)O
64,987
null
0
InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)
null
R14|R23|
training
null
23
82
B3DB_classification_5355
mizoribine
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide
NC(=O)c1ncn(C2OC(CO)C(O)C2O)c1O
4,213
null
0
InChI=1S/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16)
null
R14|R23|
training
null
23
82
B3DB_classification_5381
mls003373964
4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Nc1ccn(C2CSC(CO)O2)c(=O)n1
3,877
null
0
InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)
null
R14|R23|
training
null
23
82
B3DB_classification_5383
racivir
4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Nc1nc(=O)n(C2CSC(CO)O2)cc1F
9,837,769
null
0
InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)
null
R14|R23|
training
null
23
82
B3DB_classification_5384
azacytidine, 5-
4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
Nc1ncn(C2OC(CO)C(O)C2O)c(=O)n1
1,805
null
0
InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)
null
R14|R23|
training
null
23
82
B3DB_classification_5385
adefovir
2-(6-aminopurin-9-yl)ethoxymethylphosphonic acid
Nc1ncnc2c1ncn2CCOCP(=O)(O)O
60,172
null
0
InChI=1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)
null
R14|R15|
training
null
23
82
B3DB_classification_5427
brivudine
5-(2-bromoethenyl)-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1C=CBr
3,183
null
0
InChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)
null
R14|
training
null
23
82
B3DB_classification_5428
tegafur
5-fluoro-1-(oxolan-2-yl)pyrimidine-2,4-dione
O=c1[nH]c(=O)n(C2CCCO2)cc1F
5,386
null
0
InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)
null
R14|
training
null
23
82
B3DB_classification_5429
uridine, 5-(2-bromoethenyl)-
5-(2-bromoethenyl)-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1[nH]c(=O)n(C2OC(CO)C(O)C2O)cc1C=CBr
3,907,483
null
0
InChI=1S/C11H13BrN2O6/c12-2-1-5-3-14(11(19)13-9(5)18)10-8(17)7(16)6(4-15)20-10/h1-3,6-8,10,15-17H,4H2,(H,13,18,19)
null
R14|
training
null
23
82
B3DB_classification_5550
lamivudine
4-amino-1-[(2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Nc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1
60,825
null
0
InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1
null
R15|
training
null
23
82
B3DB_classification_5551
gemcitabine
4-amino-1-[(2r,4r,5r)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
60,750
null
0
InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1
null
R15|
training
null
23
82
B3DB_classification_5641
epervudine
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-propan-2-ylpyrimidine-2,4-dione
CC(C)c1cn(C2CC(O)C(CO)O2)c(=O)[nH]c1=O
43,221
null
0
InChI=1S/C12H18N2O5/c1-6(2)7-4-14(12(18)13-11(7)17)10-3-8(16)9(5-15)19-10/h4,6,8-10,15-16H,3,5H2,1-2H3,(H,13,17,18)
null
R23|
training
null
23
82
B3DB_classification_5772
regadenoson
1-[6-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-2-yl]-n-methylpyrazole-4-carboxamide
CNC(=O)c1cnn(-c2nc(N)c3ncn(C4OC(CO)C(O)C4O)c3n2)c1
22,451,303
null
0
InChI=1S/C15H18N8O5/c1-17-13(27)6-2-19-23(3-6)15-20-11(16)8-12(21-15)22(5-18-8)14-10(26)9(25)7(4-24)28-14/h2-3,5,7,9-10,14,24-26H,4H2,1H3,(H,17,27)(H2,16,20,21)
null
R23|
training
null
23
82
B3DB_classification_5825
nelarabine
(2r,3s,4s,5r)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
COc1nc(N)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
3,011,155
null
0
InChI=1S/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1
null
R23|
training
null
23
82
B3DB_classification_5858
telbivudine
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn(C2CC(O)C(CO)O2)c(=O)[nH]c1=O
1,134
null
0
InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)
null
R23|
training
null
23
82
B3DB_classification_5859
clevudine
1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cc1cn(C2OC(CO)C(O)C2F)c(=O)[nH]c1=O
352,992
null
0
InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)
null
R23|
training
null
23
82
B3DB_classification_5910
3'-epi gemcitabine (gemcitabine impurity)
4-amino-1-[3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn(C2OC(CO)C(O)C2(F)F)c(=O)n1
3,461
null
0
InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)
null
R23|
training
null
23
82
B3DB_classification_5914
clofarabine
5-(6-amino-2-chloropurin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol
Nc1nc(Cl)nc2c1ncn2C1OC(CO)C(O)C1F
354,624
null
0
InChI=1S/C10H11ClFN5O3/c11-10-15-7(13)5-8(16-10)17(2-14-5)9-4(12)6(19)3(1-18)20-9/h2-4,6,9,18-19H,1H2,(H2,13,15,16)
null
R23|
training
null
23
82
B3DB_classification_5915
fludara
[5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Nc1nc(F)nc2c1ncn2C1OC(COP(=O)(O)O)C(O)C1O
3,368
null
0
InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)
null
R23|
training
null
23
82
B3DB_classification_5918
decitabine
4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
Nc1ncn(C2CC(O)C(CO)O2)c(=O)n1
16,886
null
0
InChI=1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)
null
R23|
training
null
23
82
B3DB_classification_5919
9-(5-o-phosphonopentofuranosyl)-9h-purin-6-amine
[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Nc1ncnc2c1ncn2C1OC(COP(=O)(O)O)C(O)C1O
224
null
0
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)
null
R23|
training
null
23
82
B3DB_classification_5920
adenosine triphosphate
[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Nc1ncnc2c1ncn2C1OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C1O
238
null
0
InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)
null
R23|
training
null
23
82
B3DB_classification_5956
thymidine,.alpha.,.alpha.-trifluoro-
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione
O=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1C(F)(F)F
253,083
null
0
InChI=1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)
null
R23|
training
null
23
82
B3DB_classification_5957
floxuridine
5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
O=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1F
3,363
null
0
InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)
null
R23|
training
null
23
82
B3DB_classification_5958
ophthalmadine
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
O=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1I
3,687
null
0
InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)
null
R23|
training
null
23
82
B3DB_classification_6697
null
null
NC(=O)c1cnn([C@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n1
null
null
1
InChI=1S/C8H12N4O5/c9-7(16)3-1-10-12(11-3)8-6(15)5(14)4(2-13)17-8/h1,4-6,8,13-15H,2H2,(H2,9,16)/t4-,5-,6-,8+/m1/s1
null
R24|
training
null
23
82
B3DB_classification_6724
null
null
N[C@H]1N=C(Cl)Nc2c1ncn2[C@H]1C[C@@H](O)[C@@H](CO)O1
null
null
1
InChI=1S/C10H14ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,8,17-18H,1-2,12H2,(H,14,15)/t4-,5-,6-,8+/m1/s1
null
R24|
training
null
23
82
B3DB_classification_6773
53910-25-1
(8r)-3-[(2r,4r,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4h-imidazo[4,5-d][1,3]diazepin-8-ol
OC[C@H]1O[C@@H](n2cnc3c2NC=NC[C@H]3O)C[C@H]1O
44,283,251
null
1
InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7-,8-,9-/m1/s1
null
R24|
training
null
23
82
B3DB_classification_6873
5-(1-propynyl)uridine
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-prop-1-ynylpyrimidine-2,4-dione
CC#Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]c1=O
9,943,636
null
0
InChI=1S/C12H14N2O6/c1-2-3-6-4-14(12(19)13-10(6)18)11-9(17)8(16)7(5-15)20-11/h4,7-9,11,15-17H,5H2,1H3,(H,13,18,19)/t7-,8-,9-,11-/m1/s1
null
R27|
training
null
23
82
B3DB_classification_7590
4-amino-1-[(2r,5r)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidin-2-one
4-amino-1-[(2r,5r)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidin-2-one
Cc1cn([C@H]2C=C[C@H](CO)O2)c(=O)nc1N
14,603,751
null
1
InChI=1S/C10H13N3O3/c1-6-4-13(10(15)12-9(6)11)8-3-2-7(5-14)16-8/h2-4,7-8,14H,5H2,1H3,(H2,11,12,15)/t7-,8-/m1/s1
null
R27|
training
null
23
82
B3DB_classification_7622
null
null
NC1=NC(=O)N([C@H]2CS[C@H](CO)O2)CC1
null
null
1
InChI=1S/C8H13N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h6-7,12H,1-4H2,(H2,9,10,13)/t6-,7-/m1/s1
null
R27|
training
null
23
82
B3DB_classification_7651
.a.-l-ddc
4-amino-1-[(2r,5r)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Nc1ccn([C@H]2CC[C@H](CO)O2)c(=O)n1
455,661
null
1
InChI=1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8-/m1/s1
null
R27|
training
null
23
82
B3DB_classification_7682
null
null
O=C1NC(=O)N([C@H]2O[C@@H](CO)[C@@H](O)[C@@H]2O)C[C@H]1C=CBr
null
null
1
InChI=1S/C11H15BrN2O6/c12-2-1-5-3-14(11(19)13-9(5)18)10-8(17)7(16)6(4-15)20-10/h1-2,5-8,10,15-17H,3-4H2,(H,13,18,19)/t5-,6+,7-,8+,10+/m1/s1
null
R27|
training
null
23
82
B3DB_classification_48
mdl 63,246
(1s,2r,19r,22r,34s,37r,40r,52s)-5,32-dichloro-64-[(2s,3r,4r,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-(10-methylundecanoylamino)oxan-2-yl]oxy-n-[3-(dimethylamino)propyl]-2,26,31,44,49-pentahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-47-[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trio...
CN[C@H]1C(=O)N[C@@H]2Cc3ccc(cc3)Oc3cc4cc(c3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(=O)CCCCCCCCC(C)C)Oc3ccc(cc3Cl)[C@@H](O)[C@@H]3NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@@H](NC2=O)c2cc(cc(O)c2Cl)Oc2cc1ccc2O)c1ccc(O)c(c1)-c1c(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc(O)cc1[C@@H](C(=O)NCCCN(C)C)NC3=O
17,748,716
-1.48
0
InChI=1S/C88H102Cl2N10O27/c1-39(2)13-10-8-6-7-9-11-14-63(107)94-72-76(111)74(109)61(37-101)125-87(72)127-79-59-31-44-32-60(79)123-56-24-19-43(29-51(56)89)73(108)71-86(120)98-69(81(115)92-25-12-26-100(4)5)49-33-45(103)34-58(124-88-78(113)77(112)75(110)62(38-102)126-88)64(49)48-28-41(17-22-53(48)104)67(83(117)99-71)95-84...
null
R20|
training
null
24
14
B3DB_classification_1524
teichomycin
(1s,2r,19r,22r,34s,37r,40r,52r)-2-[(2r,3r,4r,5s,6r)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-amino-5,15-dichloro-64-[(2s,3r,4r,5s,6r)-3-(decanoylamino)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethy...
CCCCCCCCCC(=O)N[C@H]1[C@H](Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H]4NC(=O)[C@@H](Cc5ccc(c(Cl)c5)O3)NC(=O)[C@H](N)c3ccc(O)c(c3)Oc3cc(O)cc4c3)c3ccc(O)c(c3)-c3c(O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)cc(O)cc3[C@H](C(=O)O)NC2=O)O[C@H](CO...
16,131,923
null
0
InChI=1S/C88H97Cl2N9O33/c1-3-4-5-6-7-8-9-10-60(108)94-68-74(113)71(110)58(32-101)129-87(68)132-78-55-26-40-27-56(78)126-52-18-14-38(24-47(52)90)77(131-86-67(92-34(2)103)73(112)70(109)57(31-100)128-86)69-84(121)98-66(85(122)123)45-29-42(105)30-54(127-88-76(115)75(114)72(111)59(33-102)130-88)61(45)44-23-37(13-15-49(44)10...
-1
R1|R27|R30|
training
null
24
14
B3DB_classification_1940
1404-90-6
(1s,2r,18r,22s,25r,28r,40r)-48-[(2s,3r,4s,5s,6r)-3-[(2s,4s,5s,6s)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2r)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43...
CN[C@H](CC(C)C)C(=O)NC1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O
441,141
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
-1
R1|R27|R30|
training
null
24
14
B3DB_classification_4483
1404-90-6
48-[3-(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39...
CNC(CC(C)C)C(=O)NC1C(=O)NC(CC(N)=O)C(=O)NC2C(=O)NC3C(=O)NC(C(=O)NC(C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)C(O)c3ccc(c(Cl)c3)Oc3cc2cc(c3OC2OC(CO)C(O)C(O)C2OC2CC(C)(N)C(O)C(C)O2)Oc2ccc(cc2Cl)C1O
5,651
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
-1
R19|R19|R28|R27|R27|R36|
training
null
24
14
B3DB_classification_4498
teicoplanin
null
COC(=O)C1NC(=O)C2NC(=O)C(NC(=O)C3NC(=O)C4NC(=O)C(NC(=O)C(N)c5ccc(O)c(c5)Oc5cc4cc(O)c5C)C(O)c4ccc(c(Cl)c4)Oc4cc3cc(c4O)Oc3ccc(cc3Cl)C2OC2OC(CO)C(O)C(O)C2NC(C)=O)c2ccc(O)c(c2)-c2c(O)cc(O)cc21
null
null
0
InChI=1S/C68H62Cl2N8O24/c1-23-38(84)15-29-17-42(23)100-43-16-25(4-9-37(43)83)48(71)61(90)77-53-56(86)27-6-10-40(34(69)13-27)98-44-18-30-19-45(57(44)87)99-41-11-7-28(14-35(41)70)60(102-68-54(72-24(2)80)59(89)58(88)46(22-79)101-68)55-66(95)76-52(67(96)97-3)33-20-31(81)21-39(85)47(33)32-12-26(5-8-36(32)82)49(62(91)78-55)7...
-1
R19|R27|
training
null
24
14
B3DB_classification_4864
vancomycin
(1s,2r,18r,19r,22s,25r,28r,40s)-48-[(2s,3r,4s,5s,6r)-3-[(2s,4s,5s,6s)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2r)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,4...
CN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O
14,969
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
null
R6|R23|R36|
training
null
24
14
B3DB_classification_4881
teicoplanin
methyl (1s,2r,18r,19r,22s,34s,37r,40r)-2-[(2r,3r,4r,5s,6r)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-amino-5,15-dichloro-18,26,31,44,47,49,64-heptahydroxy-30-methyl-21,35,38,54,56,59-hexaoxo-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37...
COC(=O)C1NC(=O)[C@H]2NC(=O)[C@H](NC(=O)[C@@H]3NC(=O)[C@H]4NC(=O)[C@H](NC(=O)[C@@H](N)c5ccc(O)c(c5)Oc5cc4cc(O)c5C)[C@H](O)c4ccc(c(Cl)c4)Oc4cc3cc(c4O)Oc3ccc(cc3Cl)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)c2ccc(O)c(c2)-c2c(O)cc(O)cc21
16,135,637
null
0
InChI=1S/C68H62Cl2N8O24/c1-23-38(84)15-29-17-42(23)100-43-16-25(4-9-37(43)83)48(71)61(90)77-53-56(86)27-6-10-40(34(69)13-27)98-44-18-30-19-45(57(44)87)99-41-11-7-28(14-35(41)70)60(102-68-54(72-24(2)80)59(89)58(88)46(22-79)101-68)55-66(95)76-52(67(96)97-3)33-20-31(81)21-39(85)47(33)32-12-26(5-8-36(32)82)49(62(91)78-55)7...
null
R6|
training
null
24
14
B3DB_classification_5035
vancomycin
(1s,2r,18r,19r,22s,25r,28r,40s)-48-[(2s,3r,4s,5s,6r)-3-[(2r,4s,5r,6s)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2r)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,4...
CN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2C[C@](C)(N)[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O
15,975,747
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
null
R9|
training
null
24
14
B3DB_classification_5280
vancomycin hydrochloride
48-[3-(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41-tetrazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pe...
CNC(CC(C)C)C(=O)NC1C(=O)NC(CC(N)=O)C(=O)NC2C(=O)NC3C(=O)CC(C(=O)NC(C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)C(O)c3ccc(c(Cl)c3)Oc3cc2cc(c3OC2OC(CO)C(O)C(O)C2OC2CC(C)(N)C(O)C(C)O2)Oc2ccc(cc2Cl)C1O
3,634,100
null
0
InChI=1S/C67H76Cl2N8O24/c1-24(2)12-36(72-5)61(90)77-52-54(85)28-8-11-42(35(69)15-28)98-44-17-29-16-43(57(44)101-66-58(56(87)55(86)45(23-78)99-66)100-47-22-67(4,71)59(88)25(3)96-47)97-41-10-7-27(14-34(41)68)53(84)33-20-40(82)49(74-63(92)50(29)75-62(91)37(21-46(70)83)73-64(52)93)26-6-9-38(80)31(13-26)48-32(18-30(79)19-39...
null
R14|
training
null
24
14
B3DB_classification_6433
null
null
CN[C@@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2C[C@@](C)(N)[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@@H]1O
null
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
null
R24|
training
null
24
14
B3DB_classification_6468
null
null
COC(=O)[C@H]1NC(=O)[C@H]2NC(=O)[C@@H](NC(=O)[C@H]3NC(=O)[C@H]4NC(=O)[C@H](NC(=O)[C@H](N)c5ccc(O)c(c5)Oc5cc4cc(O)c5C)[C@@H](O)c4ccc(c(Cl)c4)Oc4cc3cc(c4O)Oc3ccc(cc3Cl)[C@@H]2O[C@@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@H]2NC(C)=O)c2ccc(O)c(c2)-c2c(O)cc(O)cc21
null
null
0
InChI=1S/C68H62Cl2N8O24/c1-23-38(84)15-29-17-42(23)100-43-16-25(4-9-37(43)83)48(71)61(90)77-53-56(86)27-6-10-40(34(69)13-27)98-44-18-30-19-45(57(44)87)99-41-11-7-28(14-35(41)70)60(102-68-54(72-24(2)80)59(89)58(88)46(22-79)101-68)55-66(95)76-52(67(96)97-3)33-20-31(81)21-39(85)47(33)32-12-26(5-8-36(32)82)49(62(91)78-55)7...
null
R24|
training
null
24
14
B3DB_classification_7323
vancomycin
null
CN[C@@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]2C(=O)N[C@@H]3C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@H]2O[C@@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@H]2C[C@@](C)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@@H]1O
null
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
null
R27|R30|
training
null
24
14
B3DB_classification_7330
null
null
CN[C@H](CC(C)C)C(=O)N[C@@H]1C(=O)N[C@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@@H]3C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2C[C@@](C)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@@H]1O
null
null
0
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59...
null
R27|
training
null
24
14
B3DB_classification_7362
teicoplanin
null
COC(=O)[C@H]1NC(=O)[C@H]2NC(=O)[C@@H](NC(=O)[C@H]3NC(=O)[C@H]4NC(=O)[C@@H](NC(=O)[C@H](N)c5ccc(O)c(c5)Oc5cc4cc(O)c5C)[C@H](O)c4ccc(c(Cl)c4)Oc4cc3cc(c4O)Oc3ccc(cc3Cl)[C@H]2O[C@H]2O[C@@H](CO)[C@H](O)[C@H](O)[C@H]2NC(C)=O)c2ccc(O)c(c2)-c2c(O)cc(O)cc21
null
null
0
InChI=1S/C68H62Cl2N8O24/c1-23-38(84)15-29-17-42(23)100-43-16-25(4-9-37(43)83)48(71)61(90)77-53-56(86)27-6-10-40(34(69)13-27)98-44-18-30-19-45(57(44)87)99-41-11-7-28(14-35(41)70)60(102-68-54(72-24(2)80)59(89)58(88)46(22-79)101-68)55-66(95)76-52(67(96)97-3)33-20-31(81)21-39(85)47(33)32-12-26(5-8-36(32)82)49(62(91)78-55)7...
null
R27|R30|
training
null
24
14
B3DB_classification_50
etodolac
2-(1,8-diethyl-4,9-dihydro-3h-pyrano[3,4-b]indol-1-yl)acetic acid
CCc1cccc2c3c([nH]c12)C(CC)(CC(=O)O)OCC3
3,308
-1.42
0
InChI=1S/C17H21NO3/c1-3-11-6-5-7-12-13-8-9-21-17(4-2,10-14(19)20)16(13)18-15(11)12/h5-7,18H,3-4,8-10H2,1-2H3,(H,19,20)
null
R27|R47|R18|R26|R3|R40|R25|R41|R38|R2|R2|R8|R21|R27|R41|R43|R46|R3|
training
null
25
1
B3DB_classification_54
biosone
10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1h-picene-2-carboxylic acid
CC1(C(=O)O)CCC2(C)CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1
3,230
-1.4
0
InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)
null
R2|R2|R8|R21|R27|R43|R46|R47|R40|R25|R41|R3|R38|
training
null
26
3
B3DB_classification_2837
null
null
CC1(C(=O)O)CCC2(C)CCC3(C)C(=CC(=O)[C@H]4C5(C)CC[C@H](O)C(C)(C)[C@H]5CCC43C)[C@H]2C1
null
null
0
InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22+,23+,26?,27?,28?,29?,30?/m1/s1
-1
R13|
training
null
26
3
B3DB_classification_5148
carbenoxolone
(2s,4as,6ar,6as,6br,8ar,10s,12as,14br)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1h-picene-2-carboxylic acid
CC1(C)[C@@H](OC(=O)CCC(=O)O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12
636,403
null
0
InChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40)/t21-,23-,24-,27+,30+,31-,32-,33+,34+/m0/s1
null
R14|
training
null
26
3
B3DB_classification_55
vardenafil
2-[2-ethoxy-5-(4-ethylpiperazin-1-yl)sulfonylphenyl]-5-methyl-7-propyl-3h-imidazo[5,1-f][1,2,4]triazin-4-one
CCCc1nc(C)c2c(=O)[nH]c(-c3cc(S(=O)(=O)N4CCN(CC)CC4)ccc3OCC)nn12
135,400,189
-1.4
0
InChI=1S/C23H32N6O4S/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30)
null
R47|
training
null
27
3
B3DB_classification_71
sildenafil
5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-6h-pyrazolo[4,3-d]pyrimidin-7-one
CCCc1nn(C)c2c(=O)[nH]c(-c3cc(S(=O)(=O)N4CCN(C)CC4)ccc3OCC)nc12
135,398,744
-1.3
0
InChI=1S/C22H30N6O4S/c1-5-7-17-19-20(27(4)25-17)22(29)24-21(23-19)16-14-15(8-9-18(16)32-6-2)33(30,31)28-12-10-26(3)11-13-28/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29)
null
R47|
training
null
27
3
B3DB_classification_5722
udenafil
3-(1-methyl-7-oxo-3-propyl-6h-pyrazolo[4,3-d]pyrimidin-5-yl)-n-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-propoxybenzenesulfonamide
CCCOc1ccc(S(=O)(=O)NCCC2CCCN2C)cc1-c1nc2c(CCC)nn(C)c2c(=O)[nH]1
135,413,547
null
0
InChI=1S/C25H36N6O4S/c1-5-8-20-22-23(31(4)29-20)25(32)28-24(27-22)19-16-18(10-11-21(19)35-15-6-2)36(33,34)26-13-12-17-9-7-14-30(17)3/h10-11,16-17,26H,5-9,12-15H2,1-4H3,(H,27,28,32)
null
R23|
training
null
27
3
B3DB_classification_56
151581-23-6
8-(3-oxocyclopentyl)-1,3-dipropyl-7h-purine-2,6-dione
CCCn1c(=O)c2[nH]c(C3CCC(=O)C3)nc2n(CCC)c1=O
131,584
-1.4
0
InChI=1S/C16H22N4O3/c1-3-7-19-14-12(15(22)20(8-4-2)16(19)23)17-13(18-14)10-5-6-11(21)9-10/h10H,3-9H2,1-2H3,(H,17,18)
null
R2|R2|R4|R27|R40|R43|R47|
training
null
28
2
B3DB_classification_57
apaxifylline
8-[(1s)-3-oxocyclopentyl]-1,3-dipropyl-7h-purine-2,6-dione
CCCn1c(=O)c2[nH]c([C@H]3CCC(=O)C3)nc2n(CCC)c1=O
60,949
-1.4
0
InChI=1S/C16H22N4O3/c1-3-7-19-14-12(15(22)20(8-4-2)16(19)23)17-13(18-14)10-5-6-11(21)9-10/h10H,3-9H2,1-2H3,(H,17,18)/t10-/m0/s1
null
R2|R2|R8|R21|R25|R46|
training
null
28
2
B3DB_classification_58
chembl12325
methyl n-[6-(4-pyridin-2-ylpiperazine-1-carbonyl)-1h-benzimidazol-2-yl]carbamate
COC(=O)Nc1nc2ccc(C(=O)N3CCN(c4ccccn4)CC3)cc2[nH]1
9,864,646
-1.4
0
InChI=1S/C19H20N6O3/c1-28-19(27)23-18-21-14-6-5-13(12-15(14)22-18)17(26)25-10-8-24(9-11-25)16-4-2-3-7-20-16/h2-7,12H,8-11H2,1H3,(H2,21,22,23,27)
null
R2|R2|R8|
training
null
29
2
B3DB_classification_7782
mebendazole
methyl n-(6-benzoyl-1h-benzimidazol-2-yl)carbamate
COC(=O)Nc1nc2ccc(C(=O)c3ccccc3)cc2[nH]1
4,030
null
0
InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)
null
R14|R23|R27|
training
null
29
2
B3DB_classification_59
sb 239063
4-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)imidazol-1-yl]cyclohexan-1-ol
COc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCC(O)CC2)n1
5,166
-1.4
0
InChI=1S/C20H21FN4O2/c1-27-20-22-11-10-17(24-20)19-18(13-2-4-14(21)5-3-13)23-12-25(19)15-6-8-16(26)9-7-15/h2-5,10-12,15-16,26H,6-9H2,1H3
null
R18|R26|R27|
training
null
30
1