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
ON1C2CC(C2)CNC1=S
ON1C(=S)NCC2CC1C2
false
CC1CCC2CC(C2)C1C
S=C1NCC2CC(C2)N1
158.226
40.7382
0.3443
2
2
20
35.5
ClC1=C(OC(C=C)=C1)C#C
C#Cc1oc(C=C)cc1Cl
false
CCC1CC(C)C(CC)C1
c1ccoc1
152.58
41.744
2.5573
1
0
15
13.14
ON=C1C(=C)CNS1(=O)=O
C=C1CNS(=O)(=O)C1=NO
false
CCC1C(C)CCC1(C)C
C=C1CNS(=O)(=O)C1=N
162.17
35.284
-0.7367
4
2
16
78.76
CNC1(CCS1(=O)=O)C=C
C=CC1(NC)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
161.226
40.3915
-0.0934
3
1
21
46.17
CN1CCC2OC2S1(=O)=O
CN1CCC2OC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)NCCC2OC21
163.198
34.8278
-0.6234
3
0
19
49.91
ON1C(=N)C2CCN2C1=S
N=C1C2CCN2C(=S)N1O
false
CC1C(C)C2CCC2C1C
N=C1NC(=S)N2CCC12
157.198
39.0612
0.02767
3
2
17
50.56
CCCCC1=C(O)C=CS1
CCCCc1sccc1O
false
CCCCC1CCCC1C
c1ccsc1
156.25
44.5958
2.7963
2
1
22
20.23
CC(C)(C)C1=CC(O)=CS1
CC(C)(C)c1cc(O)cs1
false
CC1CCC(C(C)(C)C)C1
c1ccsc1
156.25
44.6838
2.7512
2
1
22
20.23
CC1=CC2=NSC(=O)N2C1
CC1=Cc2nsc(=O)n2C1
false
CC1CC2CCC(C)C2C1
O=c1snc2n1CC=C2
154.194
40.025
0.7217
4
0
16
34.89
CC1=NC(=CS1)C(=O)C=C
C=CC(=O)c1csc(C)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
153.206
41.3785
1.82022
3
0
17
29.96
CN=C1N(O)SC=C1C#C
C#Cc1csn(O)c1=NC
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
154.194
38.9155
0.2987
4
1
16
37.52
C(N1CCC1)C1=CSN=C1
c1nscc1CN1CCC1
false
C1CCC(CC2CCC2)C1
c1nscc1CN1CCC1
154.238
42.008
1.3488
3
0
20
16.13
NC=C1C2CC(C2)S1(=O)=O
NC=C1C2CC(C2)S1(=O)=O
true
CCC1C2CC(C2)C1(C)C
C=C1C2CC(C2)S1(=O)=O
159.21
37.7022
-0.0065
3
1
19
60.16
CC1CN1C(=S)N(C)C=C
C=CN(C)C(=S)N1CC1C
false
CCC(C)C(C)C1CC1C
C1CN1
156.254
46.726
1.0507
1
0
22
6.25
NCC1=C(Cl)C=COC1=N
N=c1occc(Cl)c1CN
false
CCC1C(C)CCCC1C
N=c1cccco1
158.588
37.4641
0.87117
3
2
17
63.01
CC1=C(O)C(C#C)=C(N)S1
C#Cc1c(N)sc(C)c1O
false
CCC1C(C)CC(C)C1C
c1ccsc1
153.206
43.0682
1.32562
3
2
17
46.25
CC1CONC(=S)N(C)N1
CC1CONC(=S)N(C)N1
true
CC1CCCC(C)C(C)C1
S=C1NNCCON1
161.23
42.0464
-0.369
3
2
21
36.53
O=C1SN2C3CN(C3)C2=N1
O=c1nc2n(s1)C1CN2C1
false
CC1CC2C3CC(C3)C2C1
O=c1nc2n(s1)C1CN2C1
155.182
37.624
-0.3205
5
0
15
38.13
CC1CC1CS(=O)(=O)C#N
CC1CC1CS(=O)(=O)C#N
true
CCC(C)(C)CC1CC1C
C1CC1
159.21
36.6708
0.53828
3
0
19
57.93
CCN=C(N)CS(C)(=O)=O
CCN=C(N)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
164.23
41.8742
-0.5919
3
1
22
72.52
CS(=O)(=O)C(C=C)=CC=C
C=CC=C(C=C)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
158.222
43.3208
1.2869
2
0
20
34.14
CC(=O)C1=C(N)OC=C1Cl
CC(=O)c1c(Cl)coc1N
false
CC(C)C1C(C)CCC1C
c1ccoc1
159.572
38.1349
1.7178
3
1
16
56.23
OC1=CSC(CC#C)=C1O
C#CCc1scc(O)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
154.19
40.1856
1.335
3
2
16
40.46
CC1=C(Cl)C(CN)=NN1O
Cc1c(Cl)c(CN)nn1O
false
CCC1CC(C)C(C)C1C
c1cn[nH]c1
161.592
37.0499
0.54092
4
2
18
64.07
ClC1=CC=C2OC(=O)C2=C1
O=C1Oc2ccc(Cl)cc21
false
CC1CCC2CC(C)C2C1
O=C1Oc2ccccc21
154.552
36.4105
1.8726
2
0
13
26.3
CC12CC1CNS(=O)(=O)O2
CC12CC1CNS(=O)(=O)O2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)NCC2CC2O1
163.198
34.5195
-0.3704
3
1
19
55.4
NC1=CC2=C(S1)C1CC2N1
Nc1cc2c(s1)C1CC2N1
false
CC1CC2C3CC(C3)C2C1
c1cc2c(s1)C1CC2N1
152.222
41.9661
1.4194
3
2
18
38.05
CCC(C)N1SN=NC1=O
CCC(C)n1snnc1=O
false
CCC(C)C1CCCC1C
O=c1nns[nH]1
159.214
39.171
0.6708
5
0
19
47.78
C=CC1COC2=C1SC=N2
C=CC1COc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCO2
153.206
40.547
1.8051
3
0
17
22.12
NC1C(O)S(=O)(=O)NC1=C
C=C1NS(=O)(=O)C(O)C1N
false
CC1CC(C)(C)C(C)C1C
C=C1CCS(=O)(=O)N1
164.186
35.1777
-1.9212
4
3
18
92.42
CC1=C(CCC=O)SC=C1
Cc1ccsc1CCC=O
false
CCCCC1CCCC1C
c1ccsc1
154.234
43.441
2.18802
2
0
20
17.07
CC1CCN(O)C(=S)NN1
CC1CCN(O)C(=S)NN1
true
CC1CCC(C)C(C)CC1
S=C1NCCCNN1
161.23
41.4409
-0.1511
3
3
21
47.53
CNN=C1C=CCS1(=O)=O
CNN=C1C=CCS1(=O)=O
true
CCCC1CCCC1(C)C
N=C1C=CCS1(=O)=O
160.198
39.4215
-0.4961
4
1
18
58.53
CC1=NN(CCO)C=C1Cl
Cc1nn(CCO)cc1Cl
false
CCCC1CC(C)C(C)C1
c1cn[nH]c1
160.604
39.0598
0.83722
3
1
19
38.05
CC(N)C1=NC=NS1(=O)=O
CC(N)C1=NC=NS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=NC=N1
161.186
38.4962
-0.8962
4
1
17
84.88
CNNS(=O)(=O)C#CCO
CNNS(=O)(=O)C#CCO
true
CCCCC(C)(C)CCC
164.186
35.977
-2.0066
4
3
18
78.43
O=C(C#C)N1SC=CC1=O
C#CC(=O)n1sccc1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
153.162
38.0385
0.1832
4
0
13
39.07
CC=CCN1SC=CC1=O
CC=CCn1sccc1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
155.222
43.393
1.4859
3
0
19
22
CC1CC2=NSN=C2C1C
CC1Cc2nsnc2C1C
false
CC1CC2CCCC2C1C
C1Cc2nsnc2C1
154.238
41.192
1.8338
3
0
20
25.78
O=S1(=O)OCC1OC1CC1
O=S1(=O)OCC1OC1CC1
true
CC1(C)CCC1CC1CC1
O=S1(=O)OCC1OC1CC1
164.182
32.7668
-0.1485
4
0
18
52.6
CC(=C)C(=NN)S(O)(=O)=O
C=C(C)C(=NN)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
164.186
37.985
-0.2775
4
2
18
92.75
CN1SC(=NO)C(N)=C1C
Cc1c(N)c(=NO)sn1C
false
CCC1CC(C)C(C)C1C
N=c1cc[nH]s1
159.214
39.7889
0.26712
5
2
19
63.54
OC1=C2N(CC2=CS1)C=N
N=CN1Cc2csc(O)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CN2
154.194
40.9505
1.38077
3
2
16
47.32
CCC12CC1NCS2(=O)=O
CCC12CC1NCS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)CNC2CC21
161.226
38.3495
-0.117
3
1
21
46.17
CCC(C=C)C1=NC=NS1
C=CC(CC)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
154.238
43.138
2.2177
3
0
20
25.78
NCCCC1=NSNC1=O
NCCCc1ns[nH]c1=O
false
CCCCC1CCCC1C
O=c1cns[nH]1
159.214
40.1101
-0.2773
4
2
19
71.77
CC(C=O)C1=CC(C)=NS1
Cc1cc(C(C)C=O)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
155.222
41.33
1.75392
3
0
19
29.96
CC1=NSC=C1C=CNN
Cc1nscc1C=CNN
false
CCCCC1CCCC1C
c1cnsc1
155.226
43.2081
0.88552
4
2
19
50.94
NNC(=S)NC(CO)C#C
C#CC(CO)NC(=S)NN
false
CCC(C)CC(CC)CC
159.214
42.7636
-1.6817
3
4
19
70.31
C=CC1=C2CNN=C2SN1
C=CC1=C2CNN=C2SN1
true
CCC1CCC2CCCC12
C1=C2CNN=C2SN1
153.21
43.3874
0.5946
4
2
17
36.42
CN=CN1C=C(Cl)C=C1O
CN=Cn1cc(Cl)cc1O
false
CCCC1CC(C)CC1C
c1cc[nH]c1
158.588
40.9208
1.3533
3
1
17
37.52
C1C=CC2N1C1=CSC=C21
C1=CC2c3cscc3N2C1
false
C1CC2C(C1)C1CCCC21
C1=CC2c3cscc3N2C1
149.218
43.546
2.179
2
0
17
3.24
CC(=O)NC1=C(C)N=CS1
CC(=O)Nc1scnc1C
false
CC(C)CC1CCCC1C
c1cscn1
156.21
41.1547
1.40992
3
1
18
41.99
CC=CS(=O)(=O)C(C)C#N
CC=CS(=O)(=O)C(C)C#N
true
CCCC(C)(C)C(C)CC
159.21
38.8088
0.84688
3
0
19
57.93
NCC1=C(NC(=O)S1)C#C
C#Cc1[nH]c(=O)sc1CN
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
154.194
40.7661
-0.1236
3
2
16
58.88
CC1=CC(Cl)=CC(N)=C1Cl
Cc1cc(Cl)cc(N)c1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
176.046
45.6114
2.88402
1
1
17
26.02
CC=C1CCC2=NSN=C12
CC=C1CCc2nsnc21
false
CCC1CCC2CCCC12
C=C1CCc2nsnc21
152.222
41.881
1.8876
3
0
18
25.78
CC(=O)C#CC1=NC=NS1
CC(=O)C#Cc1ncns1
false
CC(C)CCC1CCCC1
c1ncsn1
152.178
37.468
0.4786
4
0
14
42.85
O=S1(=O)NCC2=C1CCO2
O=S1(=O)NCC2=C1CCO2
true
CC1(C)CCC2CCCC21
O=S1(=O)NCC2=C1CCO2
161.182
34.5175
-0.4487
3
1
17
55.4
NC1=CS(=O)(=O)NC1C=O
NC1=CS(=O)(=O)NC1C=O
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCN1
162.17
34.1779
-1.713
4
2
16
89.26
COC1=C2CCNC2=CS1
COc1scc2c1CCN2
false
CCC1CCC2CCCC12
c1scc2c1CCN2
155.222
43.0647
1.7247
3
1
19
21.26
C1CN=C2C=CSN2C=N1
C1=CC2=NCCN=CN2S1
false
C1CCC2CCCC2CC1
C1=CC2=NCCN=CN2S1
153.21
44.231
0.9043
4
0
17
27.96
CC(CCO)CS(C)(=O)=O
CC(CCO)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
166.242
40.5776
0.0495
3
1
24
54.37
S1C=C2N3C=CC=C3C2=C1
c1cc2n(c1)-c1cscc1-2
false
C1CC2C(C1)C1CCCC21
c1cc2n(c1)-c1cscc1-2
147.202
42.64
2.5192
2
0
15
4.93
CNC(=O)C1=C(N)N=CS1
CNC(=O)c1scnc1N
false
CCC(C)C1CCCC1C
c1cscn1
157.198
39.9166
0.0849
4
2
17
68.01
CC#CC(C#C)S(C)(=O)=O
C#CC(C#CC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
156.206
40.9148
0.0561
2
0
18
34.14
CC(C(O)C=O)S(C)(=O)=O
CC(C(O)C=O)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.198
36.3766
-1.0207
4
1
20
71.44
CC1=CSC(OCCO)=N1
Cc1csc(OCCO)n1
false
CCCCC1CCC(C)C1
c1cscn1
159.21
39.4318
0.82262
4
1
19
42.35
CC=CC1=C(N)C(=N)SN1
CC=Cc1[nH]sc(=N)c1N
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
155.226
43.6448
1.17097
3
3
19
65.66
C#CC1=CSC2=C1OCO2
C#Cc1csc2c1OCO2
false
CCC1CCC2CCCC12
c1cc2c(s1)OCO2
152.174
38.377
1.4581
3
0
14
18.46
C=C1CCC2=C(O1)SC=C2
C=C1CCc2ccsc2O1
false
CC1CCC2CCCC2C1
C=C1CCc2ccsc2O1
152.218
42.408
2.5868
2
0
18
9.23
CC(C=O)C1=C(O)C=CS1
CC(C=O)c1sccc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
40.4628
1.7561
3
1
18
37.3
N#CC1=NC2=C(OCC2)S1
N#Cc1nc2c(s1)OCC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)OCC2
152.178
36.028
0.94968
4
0
14
45.91
O=S1(=O)CN2C=CN=C2N1
O=S1(=O)Cn2ccnc2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cn2ccnc2N1
159.17
34.7695
-0.4041
4
1
15
63.99
NS(=O)(=O)C1CC=CC=C1
NS(=O)(=O)C1C=CC=CC1
false
CC(C)(C)C1CCCCC1
C1=CCCC=C1
159.21
39.7922
0.1596
2
1
19
60.16
O=CC1=CSC2=C1NC=C2
O=Cc1csc2cc[nH]c12
false
CCC1CCC2CCCC12
c1cc2sccc2[nH]1
151.19
41.5632
2.0419
2
1
15
32.86
CN1NC(CO)=C(Cl)C1=N
Cn1[nH]c(CO)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1cc[nH][nH]1
161.592
36.5512
-0.02163
3
3
18
64.8
CCCC1=C(Cl)C(O)=CO1
CCCc1occ(O)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
160.6
39.3778
2.5911
2
1
19
33.37
N=C1NC=C(S1)C=CC=O
N=c1[nH]cc(C=CC=O)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
154.194
39.6224
0.76777
3
2
16
56.71
CC1(C)C2CS(=O)(=O)C1N2
CC1(C)C2CS(=O)(=O)C1N2
true
CC1(C)CC2CC1C2(C)C
O=S1(=O)CC2CC1N2
161.226
38.2795
-0.2611
3
1
21
46.17
CN1C=C2C=CSC2=C1O
Cn1cc2ccsc2c1O
false
CC1CC2CCCC2C1C
c1cc2c[nH]cc2s1
153.206
42.4608
1.9454
3
1
17
25.16
CC(CO)=CS(=O)(=O)C=O
CC(=CS(=O)(=O)C=O)CO
false
CCC(C)CC(C)(C)CC
164.182
36.5131
-0.5125
4
1
18
71.44
COC1=C(CN)NC=C1Cl
COc1c(Cl)c[nH]c1CN
false
CCC1CCC(C)C1CC
c1cc[nH]c1
160.604
40.2461
1.1354
2
2
19
51.04
CC(=CC=C)C1=NN=NS1
C=CC=C(C)c1nnns1
false
CCCC(C)C1CCCC1
c1nnns1
153.21
41.552
1.5224
4
0
17
38.67
O=C1CS(=O)(=O)CC=NN1
O=C1CS(=O)(=O)CC=NN1
true
CC1CCCCC(C)(C)C1
O=C1CS(=O)(=O)CC=NN1
162.17
35.2885
-1.4832
4
1
16
75.6
CN=CN(O)C1=CC=CS1
CN=CN(O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
156.21
43.0005
1.6018
3
1
18
35.83
CC=CC(=O)C1=CSC=C1
CC=CC(=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
152.218
43.4635
2.5069
2
0
18
17.07
NN1C2CC2C(O)S1(=O)=O
NN1C2CC2C(O)S1(=O)=O
true
CC1C2CC2C(C)C1(C)C
O=S1(=O)CC2CC2N1
164.186
32.848
-1.7876
4
2
18
83.63
CC(C)COS(=O)(=O)C#C
C#CS(=O)(=O)OCC(C)C
false
CCC(C)(C)CCC(C)C
162.21
38.5428
0.5795
3
0
20
43.37
CC1(COS(=O)(=O)O1)C#C
C#CC1(C)COS(=O)(=O)O1
false
CCC1(C)CCC(C)(C)C1
O=S1(=O)OCCO1
162.166
33.1948
-0.3301
4
0
16
52.6
CC=C(C)C1=CSC(N)=N1
CC=C(C)c1csc(N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
154.238
45.8514
2.1485
3
1
20
38.91
NC1=CC=C(S1)C#CC#C
C#CC#Cc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
147.202
44.4424
1.315
2
1
15
26.02
ClC1=C(OC=C1)C1COC1
Clc1ccoc1C1COC1
false
CC1CCCC1C1CCC1
c1coc(C2COC2)c1
158.584
37.278
2.0468
2
0
17
22.37
CS(=O)(=O)C=C(CO)C#C
C#CC(=CS(C)(=O)=O)CO
false
CCC(CC)CC(C)(C)C
160.194
38.8456
-0.4596
3
1
18
54.37
CC1CN(N=C1C)C(N)=S
CC1=NN(C(N)=S)CC1C
false
CC(C)C1CC(C)C(C)C1
C1=NNCC1
157.242
45.7644
0.5576
2
1
21
41.62
OCC=NNC(=S)N1CC1
OCC=NNC(=S)N1CC1
true
CCCCCC(C)C1CC1
C1CN1
159.214
42.8845
-0.8454
3
2
19
47.63
O=S1(=O)NNCC11COC1
O=S1(=O)NNCC12COC2
false
CC1(C)CCCC12CCC2
O=S1(=O)NNCC12COC2
164.186
33.6082
-1.807
4
2
18
67.43
NC1=C2C(O)=CSC2=NN1
Nc1[nH]nc2scc(O)c12
false
CC1CCC2CCC(C)C12
c1cc2c[nH]nc2s1
155.182
40.0479
0.9122
4
3
15
74.93
CNC1CN(C1)S(C)(=O)=O
CNC1CN(S(C)(=O)=O)C1
false
CCC1CC(C(C)(C)C)C1
C1CNC1
164.23
39.2645
-1.1504
3
1
22
49.41
ON=C1C=CC2=NSC=C12
ON=C1C=Cc2nscc21
false
CCC1CCC2CCCC12
N=C1C=Cc2nscc21
152.178
39.4715
1.3482
4
1
14
45.48