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
CCCS(=O)(=O)NCC#C
C#CCNS(=O)(=O)CCC
false
CCCCC(C)(C)CCC
161.226
40.9135
-0.051
2
1
21
46.17
CC=CC#CC1=NN=CS1
CC=CC#Cc1nncs1
false
CCCCCC1CCCC1
c1nncs1
150.206
41.601
1.4657
3
0
16
25.78
OC1=C(Cl)C=C(CC=C)N1
C=CCc1cc(Cl)c(O)[nH]1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
157.6
41.3685
2.1022
1
2
18
36.02
C1CC2NC1C1=CSC=C21
c1scc2c1C1CCC2N1
false
C1CC2C3CCC(C3)C2C1
c1scc2c1C1CCC2N1
151.234
42.1707
2.2273
2
1
19
12.03
CC(CN)C1=CSC=C1Cl
CC(CN)c1cscc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
175.684
46.7984
2.4637
2
1
20
26.02
CC1CNN=COS1(=O)=O
CC1CNN=COS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCNN=CO1
164.186
35.9615
-0.7322
5
1
18
67.76
OC1C(=N)NC2=C1C=CS2
N=C1Nc2sccc2C1O
false
CC1CC2CCCC2C1C
N=C1Cc2ccsc2N1
154.194
40.6282
1.18427
3
3
16
56.11
CC=CCC1=COC=C1Cl
CC=CCc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
156.612
42.236
3.0516
1
0
19
13.14
CCN1OCCCNC1=S
CCN1OCCCNC1=S
true
CCC1CCCCCC1C
S=C1NCCCON1
160.242
43.5497
0.5181
2
1
22
24.5
COC1=CSC=C1C(C)=C
C=C(C)c1cscc1OC
false
CCC1CCCC1C(C)C
c1ccsc1
154.234
45.579
2.7898
2
0
20
9.23
CC(C=C)C1=NSC(=O)S1
C=CC(C)c1nsc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1scns1
173.262
44.873
1.8543
4
0
17
29.96
CC(=C)C1OS(=O)(=O)C=C1
C=C(C)C1C=CS(=O)(=O)O1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=CCO1
160.194
37.7468
0.8048
3
0
18
43.37
COC1=CSN=C1C(C)O
COc1csnc1C(C)O
false
CCC1CCCC1C(C)C
c1cnsc1
159.21
39.2998
1.205
4
1
19
42.35
O=CC1=CNCS(=O)(=O)N1
O=CC1=CNCS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNC=CN1
162.17
34.2052
-1.4932
4
2
16
75.27
O=S1(=O)CCN1C1COC1
O=S1(=O)CCN1C1COC1
true
CC1(C)CCC1C1CCC1
O=S1(=O)CCN1C1COC1
163.198
35.0998
-0.9694
3
0
19
46.61
CC1(CC1)OS(=O)(=O)C=C
C=CS(=O)(=O)OC1(C)CC1
false
CCC(C)(C)CC1(C)CC1
C1CC1
162.21
37.8408
1.0288
3
0
20
43.37
NC1=CC2=C(NC(=O)C2)S1
Nc1cc2c(s1)NC(=O)C2
false
CC1CC2CC(C)CC2C1
O=C1Cc2ccsc2N1
154.194
41.0651
0.8249
3
2
16
55.12
CC1NC(=S)NC=CC1O
CC1NC(=S)NC=CC1O
true
CC1CCCC(C)C(C)C1
S=C1NC=CCCN1
158.226
43.4782
-0.2728
2
3
20
44.29
CN(C)NC(=S)NCC#N
CN(C)NC(=S)NCC#N
true
CCCCC(C)CC(C)C
158.23
43.0364
-0.54932
3
2
20
51.09
CCN=C1SNC2=C1NC2
CCN=c1s[nH]c2c1NC2
false
CCCC1CCC2CCC12
N=c1s[nH]c2c1NC2
155.226
42.1004
0.9223
3
2
19
40.18
NC12CCC1NNS2(=O)=O
NC12CCC1NNS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)NNC2CCC21
163.202
35.1316
-1.7586
4
3
19
84.22
CNC(=S)N1NCCC1=O
CNC(=S)N1NCCC1=O
true
CCC(C)C1CCCC1C
O=C1CCNN1
159.214
41.1234
-0.7724
3
2
19
44.37
NCC1=C(N)C(N)=C(O)S1
NCc1sc(O)c(N)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.214
42.7
0.0768
5
4
19
98.29
CS(=O)(=O)NN(C=C)C=O
C=CN(C=O)NS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
164.186
36.0795
-0.9475
3
1
18
66.48
NC1=CC2=C(S1)C1OC1C2
Nc1cc2c(s1)C1OC1C2
false
CC1CC2CC3CC3C2C1
c1cc2c(s1)C1OC1C2
153.206
40.0494
1.3263
3
1
17
38.55
CC(=C)C1=NSC(CN)=C1
C=C(C)c1cc(CN)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
154.238
44.7134
1.6349
3
1
20
38.91
CC(C)CC1=NNSC1=O
CC(C)Cc1n[nH]sc1=O
false
CC(C)CC1CCCC1C
O=c1cn[nH]s1
158.226
41.2767
1.0299
3
1
20
45.75
COS(=O)(=O)C(C)(C)C=C
C=CC(C)(C)S(=O)(=O)OC
false
CCC(C)(C)C(C)(C)CC
164.226
40.2048
0.9272
3
0
22
43.37
C#CC=CCC1=NC=NS1
C#CC=CCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
150.206
41.586
1.27
3
0
16
25.78
CC1NNS(=O)(=O)C1C#N
CC1NNS(=O)(=O)C1C#N
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCNN1
161.186
34.0542
-1.29532
4
2
17
81.99
CC1(C)CNC(=O)S1(=O)=O
CC1(C)CNC(=O)S1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=C1NCCS1(=O)=O
163.198
36.3975
-0.097
3
1
19
63.24
OC1=C(SN=C1)C1CCC1
Oc1cnsc1C1CCC1
false
CC1CCCC1C1CCC1
c1cc(C2CCC2)sn1
155.222
40.3708
2.1162
3
1
19
33.12
CC=C1CS(=O)(=O)OC1=C
C=C1OS(=O)(=O)CC1=CC
false
CCC1CC(C)(C)CC1C
C=C1CS(=O)(=O)OC1=C
160.194
37.7688
0.8064
3
0
18
43.37
CCN=C1NN=C(CC)S1
CCN=c1[nH]nc(CC)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ncs1
157.242
41.9467
0.9542
3
1
21
41.04
O=S1(=O)CC2(CC1N2)C#C
C#CC12CC(N1)S(=O)(=O)C2
false
CCC12CC(C1)C(C)(C)C2
O=S1(=O)CC2CC1N2
157.194
36.8915
-0.8938
3
1
17
46.17
CC(O)CC1=CSC=C1C
Cc1cscc1CC(C)O
false
CC(C)CC1CCCC1C
c1ccsc1
156.25
44.4408
1.97982
2
1
22
20.23
NN=C(C#C)C1=CSN=C1
C#CC(=NN)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
151.194
41.6714
0.4391
4
1
15
51.27
OCCC1=NSN=C1C#C
C#Cc1nsnc1CCO
false
CCCC1CCCC1CC
c1cnsn1
154.194
38.6338
0.0542
4
1
16
46.01
CC1N(C)N=COS1(=O)=O
CC1N(C)N=COS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CNN=CO1
164.186
35.7218
-0.4325
5
0
18
58.97
CC(C#C)C1=NSC(C)=C1
C#CC(C)c1cc(C)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
151.234
44.099
2.18822
2
0
19
12.89
NS(=O)(=O)CC1=CNC=N1
NS(=O)(=O)Cc1c[nH]cn1
false
CC(C)(C)CC1CCCC1
c1c[nH]cn1
161.186
35.3989
-0.8018
3
2
17
88.84
CCCC1=C(Cl)C=CN1C
CCCc1c(Cl)ccn1C
false
CCCC1C(C)CCC1C
c1cc[nH]c1
157.644
44.418
2.631
1
0
22
4.93
CC(=C)COC1=NC=NS1
C=C(C)COc1ncns1
false
CC(C)CCC1CCCC1
c1ncsn1
156.21
40.218
1.493
4
0
18
35.01
CC1CN(O)C(=S)NC=C1
CC1C=CNC(=S)N(O)C1
false
CC1CCCC(C)C(C)C1
S=C1NC=CCCN1
158.226
42.5302
0.7155
2
2
20
35.5
CC(C)CC1=C(Cl)C=NN1
CC(C)Cc1[nH]ncc1Cl
false
CC(C)CC1CCCC1C
c1cn[nH]c1
158.632
42.1397
2.2616
1
1
21
28.68
CCC1=C(Cl)C=C(N)N1C
CCc1c(Cl)cc(N)n1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.632
44.2134
1.8231
2
1
21
30.95
CC1=C2SC(=O)ON2C=C1
Cc1ccn2oc(=O)sc12
false
CC1CC2CCC(C)C2C1
O=c1on2cccc2s1
155.178
38.547
1.26242
4
0
15
34.62
OC12CC1NCCS2(=O)=O
O=S1(=O)CCNC2CC21O
false
CC1(C)CCCC2CC21C
O=S1(=O)CCNC2CC21
163.198
35.1443
-1.5347
4
2
19
66.4
CCC1=COC(=C)S1(=O)=O
C=C1OC=C(CC)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1OC=CS1(=O)=O
160.194
37.5188
1.154
3
0
18
43.37
OCC1CN1C1=CSC=C1
OCC1CN1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(N2CC2)cs1
155.222
42.5388
0.929
3
1
19
23.24
NC1=C(C#C)C(O)=C(O)S1
C#Cc1c(N)sc(O)c1O
false
CCC1C(C)CC(C)C1C
c1ccsc1
155.178
39.996
0.7228
4
3
15
66.48
NN=C1C=C(SN1O)C#C
C#Cc1cc(=NN)n(O)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
155.182
37.1789
-0.4574
5
2
15
63.54
CC(C#C)C1=C(Cl)C=CN1
C#CC(C)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
153.612
43.0507
2.4048
0
1
18
15.79
NS(=O)(=O)C1=CCC2NC12
NS(=O)(=O)C1=CCC2NC12
true
CC(C)(C)C1CCC2CC21
C1=CC2NC2C1
160.198
36.5189
-1.0971
3
2
18
82.1
CC1(CCC1)S(=O)(=O)C#N
CC1(S(=O)(=O)C#N)CCC1
false
CCC(C)(C)C1(C)CCC1
C1CCC1
159.21
36.7888
0.82488
3
0
19
57.93
NCC(CN)CS(N)(=O)=O
NCC(CN)CS(N)(=O)=O
true
CCC(CC)CC(C)(C)C
167.234
39.573
-2.1915
4
3
23
112.2
C=CC1OC1C1=CSN=C1
C=CC1OC1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1C1CO1
153.206
39.925
1.769
3
0
17
25.42
NC1=CC(=CS1)C(=C)CO
C=C(CO)c1csc(N)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.222
44.8512
1.3358
3
2
19
46.25
NC1=NSC(C#C)=C1CO
C#Cc1snc(N)c1CO
false
CCC1CCC(C)C1CC
c1cnsc1
154.194
40.3842
0.1989
4
2
16
59.14
CC(OCS(C)(=O)=O)C=O
CC(C=O)OCS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
166.198
36.3218
-0.4075
4
0
20
60.44
CC1=CN=C(OC2CC2)S1
Cc1cnc(OC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1csc(OC2CC2)n1
155.222
40.501
1.99272
3
0
19
22.12
CNCS(=O)(=O)CC(C)=C
C=C(C)CS(=O)(=O)CNC
false
CCCC(C)(C)CC(C)C
163.242
42.5275
0.1542
3
1
23
46.17
ClC1=COC2=C1NCCC2
Clc1coc2c1NCCC2
false
CC1CCC2CCCCC12
c1cc2c(o1)CCCN2
157.6
40.5287
2.2911
2
1
18
25.17
CCC(C)NC1=CSN=C1
CCC(C)Nc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
156.254
45.4897
2.3535
3
1
22
24.92
CCN=C1SNC(C)=C1Cl
CCN=c1s[nH]c(C)c1Cl
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
176.672
44.5207
1.95862
2
1
19
28.15
ClC1=C(NC=C1)C1CNC1
Clc1cc[nH]c1C1CNC1
false
CC1CCCC1C1CCC1
c1c[nH]c(C2CNC2)c1
156.616
41.4134
1.3549
1
2
19
27.82
CCCC1=C(C)SC=C1O
CCCc1c(O)csc1C
false
CCCC1C(C)CCC1C
c1ccsc1
156.25
44.7158
2.71462
2
1
22
20.23
CS(=O)(=O)CC1COC1=O
CS(=O)(=O)CC1COC1=O
true
CC1CCC1CC(C)(C)C
O=C1CCO1
164.182
34.1598
-0.796
4
0
18
60.44
CC12CC1NC1=NSC=C21
CC12CC1Nc1nscc12
false
CC12CC1CC1CCCC12
c1snc2c1C1CC1N2
152.222
41.4937
1.5986
3
1
18
24.92
NCCC1=CS(=O)(=O)OC1
NCCC1=CS(=O)(=O)OC1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCO1
163.198
36.6262
-0.4209
4
1
19
69.39
CC=COC1=NSC=C1Cl
CC=COc1nscc1Cl
false
CCCCC1CCCC1C
c1cnsc1
175.64
42.566
2.7089
3
0
16
22.12
CN1NS(=O)(=O)C2C(O)C12
CN1NS(=O)(=O)C2C(O)C21
false
CC1CC(C)(C)C2C(C)C12
O=S1(=O)NNC2CC21
164.186
33.4013
-2.1221
4
2
18
69.64
C=CC=NN1SC(=O)C=C1
C=CC=Nn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
154.194
42.666
0.9297
4
0
16
34.36
CN(C)S(=O)(=O)N(N)C=C
C=CN(N)S(=O)(=O)N(C)C
false
CCC(C)C(C)(C)C(C)C
165.218
38.8302
-0.888
3
1
21
66.64
NC(=S)NC(=N)OCC=C
C=CCOC(=N)NC(N)=S
false
CCCCC(C)CC(C)C
159.214
43.7968
-0.04303
3
3
19
71.13
N=C1NC(NC2CC2)=CS1
N=c1[nH]c(NC2CC2)cs1
false
CC1CCC(CC2CC2)C1
N=c1[nH]c(NC2CC2)cs1
155.226
41.1691
1.12997
3
3
19
51.67
CNN=C(C=C)S(N)(=O)=O
C=CC(=NNC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
163.202
39.7989
-1.0062
4
2
19
84.55
NNC(=S)N1CC1CCO
NNC(=S)N1CC1CCO
true
CCCC1CC1C(C)CC
C1CN1
161.23
42.1179
-1.1988
3
3
21
61.29
CC1CS(=O)(=O)C2(CC2)N1
CC1CS(=O)(=O)C2(CC2)N1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)CCNC12CC2
161.226
38.3495
-0.117
3
1
21
46.17
CC(CC#C)NC(=S)NN
C#CCC(C)NC(=S)NN
false
CCCC(C)CC(C)CC
157.242
45.9688
-0.264
2
3
21
50.08
CCC1=C(CN)SC(=O)N1
CCc1[nH]c(=O)sc1CN
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
158.226
42.2091
0.4575
3
2
20
58.88
COCC=CNS(C)(=O)=O
COCC=CNS(C)(=O)=O
true
CCCCCCC(C)(C)C
165.214
38.9955
-0.3043
3
1
21
55.4
NC1=NSC=C1C=CC=C
C=CC=Cc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
152.222
45.7574
1.9245
3
1
18
38.91
CC(C)CN(N)S(C)(=O)=O
CC(C)CN(N)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
166.246
40.5752
-0.2223
3
1
24
63.4
NC1CC(C1O)S(N)(=O)=O
NC1CC(S(N)(=O)=O)C1O
false
CC1CC(C(C)(C)C)C1C
C1CCC1
166.202
35.4944
-2.2646
4
3
20
106.41
CNC1=C(SC(N)=N1)C#N
CNc1nc(N)sc1C#N
false
CCC1CC(C)CC1CC
c1cscn1
154.198
40.7881
0.63868
5
2
16
74.73
CN1CC1S(=O)(=O)NC=C
C=CNS(=O)(=O)C1CN1C
false
CCCC(C)(C)C1CC1C
C1CN1
162.214
38.6705
-0.6792
3
1
20
49.18
CC1=C2NC(=S)NC2CC1
CC1=C2NC(=S)NC2CC1
true
CC1CC2CCC(C)C2C1
S=C1NC2=CCCC2N1
154.238
44.5914
0.9005
1
2
20
24.06
CNC1=NC=CC(Cl)=C1C
CNc1nccc(Cl)c1C
false
CCC1CCCC(C)C1C
c1ccncc1
156.616
43.5307
2.08512
2
1
19
24.92
CC1=C2NC(=O)N=C2NS1
Cc1s[nH]c2nc(=O)[nH]c1-2
false
CC1CC2CCC(C)C2C1
O=c1nc2[nH]scc-2[nH]1
155.182
38.4444
0.57272
3
2
15
61.54
CNS(=O)(=O)OCCCN
CNS(=O)(=O)OCCCN
true
CCCCCC(C)(C)CC
168.218
37.6029
-1.184
4
2
22
81.42
CN1CS(=O)(=O)OCC=N1
CN1CS(=O)(=O)OCC=N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CNN=CCO1
164.186
35.9938
-0.7785
5
0
18
58.97
CC1=C(SN=C1)C1CCN1
Cc1cnsc1C1CCN1
false
CC1CCCC1C1CCC1
c1cc(C2CCN2)sn1
154.238
42.2117
1.48592
3
1
20
24.92
O=S1(=O)CNN=C(N1)C#C
C#CC1=NNCS(=O)(=O)N1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CNN=CN1
159.17
36.3262
-1.5868
4
2
15
70.56
ON=CCC1=CSC(=N)N1
N=c1[nH]c(CC=NO)cs1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.198
38.5069
0.55817
4
3
17
72.23
CCCN(C=O)C(=S)NN
CCCN(C=O)C(=S)NN
true
CCCC(CC)C(C)CC
161.23
42.9821
-0.397
3
2
21
58.36
OC1C2NC2C2=C1N=CS2
OC1c2ncsc2C2NC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)C1NC1C2
154.194
36.7385
0.203
4
2
16
55.06
COC1=CCC2=C1N=CS2
COC1=CCc2scnc21
false
CCC1CCC2CCCC12
C1=Cc2ncsc2C1
153.206
40.804
1.6865
3
0
17
22.12
O=S1(=O)CC2NC2C1C#C
C#CC1C2NC2CS1(=O)=O
false
CCC1C2CC2CC1(C)C
O=S1(=O)CC2NC2C1
157.194
37.1195
-1.243
3
1
17
56.08
NC12CC1S(=O)(=O)OC=C2
NC12C=COS(=O)(=O)C1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)OC=CC2CC21
161.182
34.4682
-0.6701
4
1
17
69.39