smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
CC12NC(=S)NC1CC=C2
CC12C=CCC1NC(=S)N2
false
CC1CC2CCCC2(C)C1
S=C1NC2C=CCC2N1
154.238
44.8194
0.5513
1
2
20
24.06
O=S1(=O)N=CN=C1C1CO1
O=S1(=O)N=CN=C1C1CO1
true
CC1(C)CCCC1C1CC1
O=S1(=O)N=CN=C1C1CO1
160.154
34.5868
-0.8446
4
0
14
71.39
CNC(C(C)=O)S(N)(=O)=O
CNC(C(C)=O)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
166.202
36.6359
-1.5906
4
2
20
89.26
O=S1(=O)CC2=C(N1)OC=N2
O=S1(=O)Cc2ncoc2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2ncoc2N1
160.154
32.7495
-0.0701
4
1
14
72.2
CCC(C)N(O)S(N)(=O)=O
CCC(C)N(O)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
168.218
36.4857
-0.3204
3
2
22
83.63
CNC1=C(C)SC(O)=C1C
CNc1c(C)sc(O)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
157.238
45.0045
2.11224
3
2
21
32.26
CCNC(=S)N(O)C(C)C
CCNC(=S)N(O)C(C)C
true
CCCC(C)C(C)C(C)C
162.258
45.0362
0.9804
2
2
24
35.5
CC1NN=CC=CS1(=O)=O
CC1NN=CC=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CC=NNC1
160.198
39.1495
-0.1501
4
1
18
58.53
CS(=O)(=O)C(CC#N)C=O
CS(=O)(=O)C(C=O)CC#N
false
CCCC(CC)C(C)(C)C
161.182
34.9258
-0.48782
4
0
17
75
NC(=N)C=CC1=CSC=N1
N=C(N)C=Cc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
153.21
43.0621
1.09227
3
2
17
62.76
CCS(=O)(=O)NCC(C)O
CCS(=O)(=O)NCC(C)O
true
CCC(C)(C)CCC(C)C
167.23
39.1443
-0.6935
3
2
23
66.4
CC1=C(O)SC(N)=C1C#N
Cc1c(O)sc(N)c1C#N
false
CCC1C(C)CC(C)C1C
c1ccsc1
154.194
39.8482
1.216
4
2
16
70.04
CCS(=O)(=O)CCNN=C
C=NNCCS(=O)(=O)CC
false
CCCCCC(C)(C)CC
164.23
41.8795
-0.3737
4
1
22
58.53
NS(=O)(=O)C1CNC1C=O
NS(=O)(=O)C1CNC1C=O
true
CCC1CCC1C(C)(C)C
C1CNC1
164.186
34.7499
-2.1858
4
2
18
89.26
COCC1=CCS(=O)(=O)C1
COCC1=CCS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CC1
162.21
38.6128
-0.0124
3
0
20
43.37
CC1C2NC2S(=O)(=O)C1=O
CC1C(=O)S(=O)(=O)C2NC12
false
CC1C2CC2C(C)(C)C1C
O=C1CC2NC2S1(=O)=O
161.182
33.8025
-1.1246
4
1
17
73.15
OC1=C2CNC(=N)C2=NS1
N=C1NCc2c1nsc2O
false
CC1CCC2C(C)CCC12
N=C1NCc2csnc21
155.182
37.4472
0.27727
4
3
15
69
C=CC=CS(=O)(=O)CC#C
C#CCS(=O)(=O)C=CC=C
false
CCCCC(C)(C)CCC
156.206
41.9568
0.7341
2
0
18
34.14
O=C1OC=C(NCC#C)S1
C#CCNc1coc(=O)s1
false
CCCCC1CCC(C)C1
O=c1occs1
155.178
40.1777
0.7464
4
1
15
42.24
CC(=N)NC1=C(O)SC=N1
CC(=N)Nc1ncsc1O
false
CC(C)CC1CCCC1C
c1cscn1
157.198
40.8022
1.25777
4
3
17
69
CCC1(C)C(C)NS1(=O)=O
CCC1(C)C(C)NS1(=O)=O
true
CCC1(C)C(C)CC1(C)C
O=S1(=O)CCN1
163.242
40.2135
0.4766
2
1
23
46.17
CNC=C1CCCS1(=O)=O
CNC=C1CCCS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1CCCS1(=O)=O
161.226
40.1635
0.2558
3
1
21
46.17
CCS(=O)(=O)ON=CCN
CCS(=O)(=O)ON=CCN
true
CCCCCC(C)(C)CC
166.202
38.0922
-0.7028
5
1
20
81.75
CCCOS(=O)(=O)N1CC1
CCCOS(=O)(=O)N1CC1
true
CCCCC(C)(C)C1CC1
C1CN1
165.214
36.7358
-0.0266
3
0
21
46.38
CCC1CNC=CS1(=O)=O
CCC1CNC=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CNCC1
161.226
40.1415
0.2542
3
1
21
46.17
NC1=CSC2=C1C(=O)C=N2
Nc1csc2c1C(=O)C=N2
false
CC1CCC2CCC(C)C12
O=C1C=Nc2sccc21
152.178
41.2139
1.2289
4
1
14
55.45
COCC(=O)C1=CC=NS1
COCC(=O)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
157.194
38.3205
0.9722
4
0
17
39.19
CCNC1(CC1)S(N)(=O)=O
CCNC1(S(N)(=O)=O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
164.23
38.7489
-0.6255
3
2
22
72.19
CNC(=S)NC(C)(C)C#N
CNC(=S)NC(C)(C)C#N
true
CCC(C)CC(C)(C)CC
157.242
44.4854
0.38248
2
2
21
47.85
CC1=C(OC(N)=C1Cl)C#N
Cc1c(C#N)oc(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccoc1
156.572
37.5824
1.6953
3
1
15
62.95
CC(=O)C1=NC=CC=C1Cl
CC(=O)c1ncccc1Cl
false
CC(C)C1CCCCC1C
c1ccncc1
155.584
39.2515
1.9376
2
0
16
29.96
CC1CC1(C)NC(=S)NN
CC1CC1(C)NC(=S)NN
true
CCC(C)CC1(C)CC1C
C1CC1
159.258
45.2428
0.1227
2
3
23
50.08
NC1=CSC2=C1NCC2=C
C=C1CNc2c(N)csc21
false
CC1CCC2C(C)CCC12
C=C1CNc2ccsc21
152.222
46.2551
1.769
3
2
18
38.05
S=C1NCC(CN1)N1CC1
S=C1NCC(N2CC2)CN1
false
CC1CCC(C2CC2)CC1
S=C1NCC(N2CC2)CN1
157.242
43.9644
-0.8517
2
2
21
27.07
CCC#CS(=O)(=O)C(C)=O
CCC#CS(=O)(=O)C(C)=O
true
CCCCC(C)(C)C(C)C
160.194
37.6678
0.3186
3
0
18
51.21
COCC1CNCS1(=O)=O
COCC1CNCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCNC1
165.214
37.4535
-1.0231
4
1
21
55.4
NC=NC(C=C)S(O)(=O)=O
C=CC(N=CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
164.186
38.213
-0.6267
3
2
18
92.75
NS(=O)(=O)N1CC1CC=O
NS(=O)(=O)N1CC1CC=O
true
CCCC1CC1C(C)(C)C
C1CN1
164.186
34.2822
-1.5369
3
1
18
80.24
OC1=CSC(CCC#N)=C1
N#CCCc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
153.206
39.9178
1.90988
3
1
17
44.02
CC(C)=C(C)NC(=S)NN
CC(C)=C(C)NC(=S)NN
true
CCC(C)CC(C)C(C)C
159.258
47.1048
0.638
2
3
23
50.08
NC1=C(C=C(O)S1)N1CC1
Nc1sc(O)cc1N1CC1
false
CC1CC(C)C(C2CC2)C1
c1cc(N2CC2)cs1
156.21
42.6092
0.8559
4
2
18
49.26
ON1C=NC2C1CS2(=O)=O
O=S1(=O)CC2C1N=CN2O
false
CC1CCC2C1CC2(C)C
O=S1(=O)CC2NC=NC21
162.17
33.4803
-1.1574
5
1
16
69.97
CC1=C(Cl)C=CC=CC1=N
Cc1c(Cl)ccccc1=N
false
CC1CCCCC(C)C1C
N=c1cccccc1
153.612
42.0437
2.12789
1
1
18
23.85
CC1=C(NNC=O)N=CS1
Cc1scnc1NNC=O
false
CCCCC1CCCC1C
c1cscn1
157.198
39.6734
0.52442
4
2
17
54.02
CC(CC=NN)S(N)(=O)=O
CC(CC=NN)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
165.218
39.8656
-1.002
4
2
21
98.54
CC(C)C1=C(N)SC(=O)N1
CC(C)c1[nH]c(=O)sc1N
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
158.226
43.4411
1.142
3
2
20
58.88
CC(C)OC1=CNSC1=O
CC(C)Oc1c[nH]sc1=O
false
CC(C)CC1CCCC1C
O=c1cc[nH]s1
159.21
40.7037
1.2236
3
1
19
42.09
CN1CC=CN1S(N)(=O)=O
CN1CC=CN1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CNNC1
163.202
36.7162
-1.134
3
1
19
66.64
CC1N(CS1(=O)=O)C1CC1
CC1N(C2CC2)CS1(=O)=O
false
CC1C(C2CC2)CC1(C)C
O=S1(=O)CN(C2CC2)C1
161.226
38.1098
0.1827
3
0
21
37.38
COS(=O)(=O)CN=C(C)N
COS(=O)(=O)CN=C(C)N
true
CCC(C)(C)CCC(C)C
166.202
38.0922
-0.7028
4
1
20
81.75
CC1COC2=C1SC(O)=C2
CC1COc2cc(O)sc21
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)CCO2
156.206
39.8938
1.9496
3
1
18
29.46
C=COC1=NC=C(S1)C=O
C=COc1ncc(C=O)s1
false
CCCC1CCC(CC)C1
c1cscn1
155.178
38.3265
1.4779
4
0
15
39.19
NC1=C2CCON=C2SN1
NC1=C2CCON=C2SN1
true
CC1CCC2CCCCC12
C1=C2CCON=C2SN1
157.198
39.9441
0.1419
5
2
17
59.64
CC(C=C)C1=NNC(=O)S1
C=CC(C)c1n[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ncs1
156.21
41.3467
1.1209
3
1
18
45.75
CC1C(=O)CCCS1(=O)=O
CC1C(=O)CCCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=C1CCCS(=O)(=O)C1
162.21
37.4898
0.1526
3
0
20
51.21
CN1CCS(=O)(=O)C(C)=N1
CC1=NN(C)CCS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)C=NNCC1
162.214
39.5258
-0.32
4
0
20
49.74
NS(=O)(=O)C1(CC#C)CN1
C#CCC1(S(N)(=O)=O)CN1
false
CCCC1(C(C)(C)C)CC1
C1CN1
160.198
37.2909
-1.4023
3
2
18
82.1
CS(=O)(=O)C1C2CC1C=C2
CS(=O)(=O)C1C2C=CC1C2
false
CC(C)(C)C1C2CCC1C2
C1=CC2CC1C2
158.222
39.3688
0.6055
2
0
20
34.14
CN1N2C=CSC2=NC1=O
Cn1c(=O)nc2sccn21
false
CC1CC2CCCC2C1C
O=c1nc2sccn2[nH]1
155.182
38.31
0.0945
5
0
15
39.3
CC(=C)N1C=C(Cl)C(N)=N1
C=C(C)n1cc(Cl)c(N)n1
false
CC(C)C1CC(C)C(C)C1
c1cn[nH]c1
157.604
42.6534
1.6093
3
1
18
43.84
COC1=CC2=C(ON=C2)S1
COc1cc2cnoc2s1
false
CCC1CC2CCCC2C1
c1cc2cnoc2s1
155.178
38.438
1.8979
4
0
15
35.26
O=C(CC1=CN=NS1)C#C
C#CC(=O)Cc1cnns1
false
CCC(C)CC1CCCC1
c1csnn1
152.178
37.453
0.2829
4
0
14
42.85
O=C1CC(C1)C1=CSC=N1
O=C1CC(c2cscn2)C1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2cscn2)C1
153.206
39.096
1.5896
3
0
17
29.96
CNC1=CN(SC1=O)N=C
C=Nn1cc(NC)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
157.198
43.0727
0.4152
5
1
17
46.39
CC1(CO)OC2=CSC=C12
CC1(CO)Oc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CO2
156.206
39.3848
1.348
3
1
18
29.46
CNCC(C)(C)NC(N)=S
CNCC(C)(C)NC(N)=S
true
CCCC(C)(C)CC(C)C
161.274
47.9268
-0.1824
2
3
25
50.08
CNC(C=C)C1=NSC=N1
C=CC(NC)c1ncsn1
false
CCC(CC)C1CCCC1
c1ncsn1
155.226
41.9067
0.9846
4
1
19
37.81
CN=C1C=CS(=O)(=O)N1O
CN=C1C=CS(=O)(=O)N1O
true
CCC1CCC(C)(C)C1C
N=C1C=CS(=O)(=O)N1
162.17
35.0443
-0.437
4
1
16
69.97
CC1=CC2=C(CC3OC23)S1
Cc1cc2c(s1)CC1OC21
false
CC1CC2CC3CC3C2C1
c1cc2c(s1)CC1OC21
152.218
40.374
2.05252
2
0
18
12.53
CN1C(=O)C(C)=CS1(=O)=O
CC1=CS(=O)(=O)N(C)C1=O
false
CC1CC(C)(C)C(C)C1C
O=C1C=CS(=O)(=O)N1
161.182
35.4468
-0.308
3
0
17
54.45
ClC1=CC(Cl)=C2OCC2=C1
Clc1cc(Cl)c2c(c1)CO2
false
CC1CC(C)C2CCC2C1
c1ccc2c(c1)CO2
175.014
40.794
2.8858
1
0
14
9.23
N#CC1=NN2C=CSC2=N1
N#Cc1nc2sccn2n1
false
CCC1CC2CCCC2C1
c1nc2sccn2n1
150.166
35.579
0.66248
5
0
12
53.98
CC1=CC(N)=C(Cl)C=C1N
Cc1cc(N)c(Cl)cc1N
false
CC1CC(C)C(C)CC1C
c1ccccc1
156.616
45.0138
1.81282
2
2
19
52.04
O=S1(=O)COC2COC1C2
O=S1(=O)COC2COC1C2
true
CC1(C)CCC2CCC1C2
O=S1(=O)COC2COC1C2
164.182
33.0168
-0.4961
4
0
18
52.6
COS(=O)(=O)C1CCC1O
COS(=O)(=O)C1CCC1O
true
CCC(C)(C)C1CCC1C
C1CCC1
166.198
34.9576
-0.5141
4
1
20
63.6
CCOC=CS(=O)(=O)C=C
C=CS(=O)(=O)C=COCC
false
CCCCCC(C)(C)CC
162.21
39.8828
1.0524
3
0
20
43.37
CS(=O)(=O)C1=C(N)NC=C1
CS(=O)(=O)c1cc[nH]c1N
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
160.198
38.3149
0.0004
3
2
18
75.95
O=S1(=O)NCCCC2CC12
O=S1(=O)NCCCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)NCCCC2CC21
161.226
38.0515
0.0881
2
1
21
46.17
N=CNC1=NSC=C1C=O
N=CNc1nscc1C=O
false
CCCC1CCCC1CC
c1cnsc1
155.182
39.9079
0.97457
4
2
15
65.84
CC1CNC(=S)NC2CC12
CC1CNC(=S)NC2CC12
true
CC1CCC(C)C2CC2C1
S=C1NCCC2CC2N1
156.254
44.7954
0.4887
1
2
22
24.06
CN1C(=O)SN=C1C1CN1
Cn1c(C2CN2)nsc1=O
false
CC1CCC(C2CC2)C1C
O=c1[nH]c(C2CN2)ns1
157.198
38.0987
-0.5139
5
1
17
56.83
C1C2CN1CC1=NSC=C21
c1snc2c1C1CN(C2)C1
false
C1CC2CC3CC(C3)C2C1
c1snc2c1C1CN(C2)C1
152.222
40.132
1.0559
3
0
18
16.13
O=S1(=O)C2OC3CC2C1O3
O=S1(=O)C2OC3CC2C1O3
true
CC1(C)C2CC3CC2C1C3
O=S1(=O)C2OC3CC2C1O3
162.166
30.5608
-0.5402
4
0
16
52.6
COC(CN)C1=NC=NS1
COC(CN)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
159.214
38.7134
0.1843
5
1
19
61.03
ON1C(=N)CC(=C)S1(=O)=O
C=C1CC(=N)N(O)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CC(=N)NS1(=O)=O
162.17
34.029
-0.09793
4
2
16
81.46
CC1=NC(NCCO)=NS1
Cc1nc(NCCO)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
159.214
40.2215
0.25072
5
2
19
58.04
CNCC(C)C1=CN=CS1
CNCC(C)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
156.254
44.4557
1.466
3
1
22
24.92
C=C(C1CC1)C1=CN=CS1
C=C(c1cncs1)C1CC1
false
CC(C1CCCC1)C1CC1
C=C(c1cncs1)C1CC1
151.234
43.872
2.5663
2
0
19
12.89
CCC(C)C1=CNC(=N)S1
CCC(C)c1c[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
156.254
43.2304
2.06917
2
2
22
39.64
OC1=CC2=CSC=C2N=N1
Oc1cc2cscc2nn1
false
CC1CCC2CCCC2C1
c1cc2cscc2nn1
152.178
39.0798
1.3969
4
1
14
46.01
C=CC1=CC2=CSC=C2C1
C=CC1=Cc2cscc2C1
false
CCC1CC2CCCC2C1
C1=Cc2cscc2C1
148.23
46.197
2.8736
1
0
18
0
CS(=O)(=O)C1=NC=NC1=O
CS(=O)(=O)C1=NC=NC1=O
true
CC1CCCC1C(C)(C)C
O=C1C=NC=N1
160.154
35.7778
-1.002
4
0
14
75.93
CC1=CCC2=C1C(Cl)=CS2
CC1=CCc2scc(Cl)c21
false
CC1CCC2CCC(C)C12
C1=Cc2ccsc2C1
170.664
46.684
3.3609
1
0
17
0
OC1CC2=C(C1)C(Cl)=CO2
OC1Cc2occ(Cl)c2C1
false
CC1CC2CCC(C)C2C1
c1cc2c(o1)CCC2
158.584
37.1328
1.3925
2
1
17
33.37
NC1=NC=C(O)C(Cl)=C1N
Nc1ncc(O)c(Cl)c1N
false
CC1CCC(C)C(C)C1C
c1ccncc1
159.576
39.7366
0.605
4
3
16
85.16
CCC1=CN2SC=NC2=N1
CCc1cn2scnc2n1
false
CCC1CC2CCCC2C1
c1cn2scnc2n1
153.21
40.242
1.3532
4
0
17
30.19
CCC1=CSC(CO)=C1Cl
CCc1csc(CO)c1Cl
false
CCC1CCC(CC)C1C
c1ccsc1
176.668
44.6298
2.4562
2
1
19
20.23
COC(C)=CC1=NSC=C1
COC(C)=Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
155.222
42.774
2.1503
3
0
19
22.12
OS(=O)(=O)C=CCNN=C
C=NNCC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
164.186
38.2403
-0.4069
4
2
18
78.76
NC1=C(SC=C1O)C1CN1
Nc1c(O)csc1C1CN1
false
CC1CCC(C2CC2)C1C
c1csc(C2CN2)c1
156.21
41.1399
0.6802
4
3
18
68.19