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
CC(CN)C(N)S(O)(=O)=O
CC(CN)C(N)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
168.218
37.7424
-1.2462
4
3
22
106.41
NCCOCC1=CC=NS1
NCCOCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
158.226
40.8244
0.6184
4
1
20
48.14
CC1=CSC(N2CC2)=C1N
Cc1csc(N2CC2)c1N
false
CC1CCC(C2CC2)C1C
c1csc(N2CC2)c1
154.238
45.6814
1.45872
3
1
20
29.03
CNN1C=CC(Cl)=CC1=O
CNn1ccc(Cl)cc1=O
false
CCC1CCC(C)CC1C
O=c1cccc[nH]1
158.588
40.9967
0.675
3
1
17
34.03
CCN(C(C)CO)C(N)=S
CCN(C(N)=S)C(C)CO
false
CCC(C)C(CC)C(C)C
162.258
45.7132
-0.0673
2
2
24
49.49
NC1CC2=NSC(CO)=C12
NC1Cc2nsc(CO)c21
false
CCC1CCC2CC(C)C12
c1snc2c1CC2
156.21
38.6692
0.1913
4
2
18
59.14
CN1CC(CO)N(C)C1=S
CN1CC(CO)N(C)C1=S
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
160.242
43.8648
-0.4906
2
1
22
26.71
CC12NC1CC1=NSC=C21
CC12NC1Cc1nscc12
false
CC12CC1CC1CCCC12
c1snc2c1C1NC1C2
152.222
40.0937
0.8862
3
1
18
34.83
CCCCC1=CSC(N)=C1
CCCCc1csc(N)c1
false
CCCCC1CCC(C)C1
c1ccsc1
155.266
47.3434
2.6729
2
1
23
26.02
CC1C(=O)NC(=N)S1(=O)=O
CC1C(=O)NC(=N)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
N=C1NC(=O)CS1(=O)=O
162.17
34.2512
-1.14573
4
2
16
87.09
CC=C(C=C)C1=NC=CS1
C=CC(=CC)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
151.234
45.962
2.7324
2
0
19
12.89
S=C1NCC2=C(COC2)N1
S=C1NCC2=C(COC2)N1
true
CC1CCC2CCCC2C1
S=C1NCC2=C(COC2)N1
156.21
41.5814
-0.2516
2
2
18
33.29
CNC(=S)N1CC=CCO1
CNC(=S)N1CC=CCO1
true
CCC(C)C1CCCCC1
C1=CCONC1
158.226
43.4557
0.2941
2
1
20
24.5
CCC1CC2=NSC(=N)N12
CCC1Cc2nsc(=N)n21
false
CCC1CC2CCC(C)C12
N=c1snc2n1CC2
155.226
38.9907
0.93127
4
1
19
41.67
O=CCC#CC1=CN=NS1
O=CCC#Cc1cnns1
false
CCCCCC1CCCC1
c1csnn1
152.178
37.468
0.4786
4
0
14
42.85
CC1=NNC(=S)NC1C=O
CC1=NNC(=S)NC1C=O
true
CCC1CC(C)CCC1C
S=C1NCC=NN1
157.198
41.8304
-0.5925
3
2
17
53.49
CC1C(O)S(=O)(=O)CC1=C
C=C1CS(=O)(=O)C(O)C1C
false
CC1CC(C)(C)C(C)C1C
C=C1CCS(=O)(=O)C1
162.21
38.0976
-0.0745
3
1
20
54.37
CCN1CCS(=O)(=O)C=C1
CCN1C=CS(=O)(=O)CC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CNCC1
161.226
40.1738
0.2079
3
0
21
37.38
NC(=O)C1NC(=S)NC=C1
NC(=O)C1C=CNC(=S)N1
false
CC1CCCC(C(C)C)C1
S=C1NC=CCN1
157.198
40.9918
-1.1683
2
3
17
67.15
CC1=C(SN=C1N)C1CN1
Cc1c(N)nsc1C1CN1
false
CC1CCC(C2CC2)C1C
c1cc(C2CN2)sn1
155.226
42.0071
0.67802
4
2
19
60.85
CC(C)CC1=NC(=N)NS1
CC(C)Cc1nc(=N)[nH]s1
false
CC(C)CC1CCC(C)C1
N=c1ncs[nH]1
157.242
40.8614
1.14917
3
2
21
52.53
OC1=C(Cl)C(CC=C)=CN1
C=CCc1c[nH]c(O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
157.6
41.3685
2.1022
1
2
18
36.02
CNC1(C)CN(O)S1(=O)=O
CNC1(C)CN(O)S1(=O)=O
true
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCN1
166.202
34.877
-1.0434
4
2
20
69.64
N#CC1=CC(=CS1)C1CN1
N#Cc1cc(C2CN2)cs1
false
CCC1CCC(C2CC2)C1
c1cc(C2CN2)cs1
150.206
39.7777
1.26408
3
1
16
45.73
NC(=S)N(C=CC#C)N=C
C#CC=CN(N=C)C(N)=S
false
CCCCC(CC)C(C)C
153.21
46.1464
0.2945
2
1
17
41.62
CNCC1=C(Cl)C=C(N)N1
CNCc1[nH]c(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.62
42.9788
0.9697
2
3
20
53.84
O=C(C#C)N1CCNC1=S
C#CC(=O)N1CCNC1=S
false
CCC(C)C1CCCC1C
S=C1NCCN1
154.194
41.1467
-0.6637
2
1
16
32.34
COC1=C(SC=C1)C(C)O
COc1ccsc1C(C)O
false
CCC1CCCC1C(C)C
c1ccsc1
158.222
41.5048
1.81
3
1
20
29.46
CNC(=CS(O)(=O)=O)C#C
C#CC(=CS(=O)(=O)O)NC
false
CCC(CC)CC(C)(C)C
161.182
37.5243
-0.4318
3
2
17
66.4
CNC1=C(C=C)C(N)=NS1
C=Cc1c(N)nsc1NC
false
CCC1CCC(C)C1CC
c1cnsc1
155.226
46.1641
1.41
4
2
19
50.94
CN1C2CC2C=CNC1=S
CN1C(=S)NC=CC2CC21
false
CC1CCCC2CC2C1C
S=C1NC=CC2CC2N1
154.238
44.5317
0.7085
1
1
20
15.27
C#CC1NC1C1=NSC=C1
C#CC1NC1c1ccsn1
false
CCC1CC1C1CCCC1
c1cc(C2CN2)ns1
150.206
40.6117
0.7892
3
1
16
34.83
O=S1(=O)OC2CCC3C2C13
O=S1(=O)OC2CCC3C2C31
false
CC1(C)CC2CCC3C2C31
O=S1(=O)OC2CCC3C2C31
160.194
33.7948
0.1234
3
0
18
43.37
O=S1(=O)C2CC2NC1C#N
N#CC1NC2CC2S1(=O)=O
false
CCC1CC2CC2C1(C)C
O=S1(=O)CNC2CC21
158.182
33.6495
-1.00502
4
1
16
69.96
CC(C=C)C(C)S(C)(=O)=O
C=CC(C)C(C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.254
43.6668
1.2416
2
0
24
34.14
CCC1CS(=O)(=O)N1N=C
C=NN1C(CC)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
162.214
39.2538
0.026
3
0
20
49.74
C=C1CCNNS(=O)(=O)N1
C=C1CCNNS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
C=C1CCNNS(=O)(=O)N1
163.202
36.9509
-1.1676
3
3
19
70.23
CC1=C(CO)SN=C1C=O
Cc1c(C=O)nsc1CO
false
CCC1CCC(CC)C1C
c1cnsc1
157.194
38.1613
0.75632
4
1
17
50.19
CC12CNC1S(=O)(=O)C=C2
CC12C=CS(=O)(=O)C1NC2
false
CC1(C)CCC2(C)CCC12
O=S1(=O)C=CC2CNC21
159.21
37.9575
-0.1359
3
1
19
46.17
CNN(C=C)S(=O)(=O)CO
C=CN(NC)S(=O)(=O)CO
false
CCC(CC)C(C)(C)CC
166.202
37.1013
-1.1541
4
2
20
69.64
CNC1=CSC=C1C(C)N
CNc1cscc1C(C)N
false
CCC1CCCC1C(C)C
c1ccsc1
156.254
46.4681
1.8095
3
2
22
38.05
CNC1=CC(Cl)=C(O)N=N1
CNc1cc(Cl)c(O)nn1
false
CCC1CCC(C)C(C)C1
c1ccnnc1
159.576
38.2535
0.8773
4
2
16
58.04
NCC#CC(=O)NC(N)=S
NCC#CC(=O)NC(N)=S
true
CCCCC(C)CC(C)C
157.198
41.7585
-1.6917
3
3
17
81.14
CN(CC1CCO1)C(N)=S
CN(CC1CCO1)C(N)=S
true
CC(C)C(C)CC1CCC1
C1COC1
160.242
43.7724
-0.0493
2
1
22
38.49
OC1CN2CC(C2)S1(=O)=O
O=S1(=O)C(O)CN2CC1C2
false
CC1CC2CC(C2)C1(C)C
O=S1(=O)CCN2CC1C2
163.198
35.1546
-1.5826
4
1
19
57.61
CCCN1N=CSC1=NC
CCCn1ncsc1=NC
false
CCCC1CCCC1CC
N=c1[nH]ncs1
157.242
41.882
0.8851
4
0
21
30.18
CC(O)(CN)C1=CN=NS1
CC(O)(CN)c1cnns1
false
CCC(C)(C)C1CCCC1
c1csnn1
159.214
38.5342
-0.2957
5
2
19
72.03
O=CC1C2OC2CS1(=O)=O
O=CC1C2OC2CS1(=O)=O
true
CCC1C2CC2CC1(C)C
O=S1(=O)CC2OC2C1
162.166
32.2998
-1.2503
4
0
16
63.74
CCOC(C)C1=CSN=C1
CCOC(C)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
157.238
42.155
2.2406
3
0
21
22.12
CC(O)(C=O)C1=CSC=C1
CC(O)(C=O)c1ccsc1
false
CCC(C)(C)C1CCCC1
c1ccsc1
156.206
39.9538
1.1545
3
1
18
37.3
C1NN=C2SC=CN2C=C1
C1=CN2C=CSC2=NNC1
false
C1CCC2CCCC2CC1
C1=CN2C=CSC2=NNC1
153.21
43.1477
0.8943
4
1
17
27.63
CC1CC(N)C2=C1SN=N2
CC1CC(N)c2nnsc21
false
CC1CC(C)C2CCCC12
C1Cc2nnsc2C1
155.226
39.8694
1.0451
4
1
19
51.8
NC1=C(Cl)C(NC=N)=CO1
N=CNc1coc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
159.576
40.5368
1.53417
3
3
16
75.04
OC1CCNC2=NSN=C12
OC1CCNc2nsnc21
false
CC1CCCC2CCCC12
C1CNc2nsnc2C1
157.198
37.9755
0.3871
5
2
17
58.04
CCN1C=C2SC=NC2=N1
CCn1cc2scnc2n1
false
CCC1CC2CCCC2C1
c1nc2n[nH]cc2s1
153.21
41.079
1.5127
4
0
17
30.71
CNC1=CN=C(N)C=C1Cl
CNc1cnc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccncc1
157.604
43.2061
1.3589
3
2
18
50.94
O=C(C1CC1)C1=NSN=N1
O=C(c1nnsn1)C1CC1
false
CC(C1CCCC1)C1CC1
O=C(c1nnsn1)C1CC1
155.182
34.7585
0.5258
5
0
15
55.74
CC(C)(C)CS(=O)(=O)NO
CC(C)(C)CS(=O)(=O)NO
true
CCC(C)(C)CC(C)(C)C
167.23
38.164
0.3411
3
2
23
66.4
CC1(COC1)C1=NSC=N1
CC1(c2ncsn2)COC1
false
CC1(C2CCCC2)CCC1
c1nc(C2COC2)ns1
156.21
38.08
0.826
4
0
18
35.01
CNC1=C(C=NO)C=CS1
CNc1sccc1C=NO
false
CCCC1CCCC1CC
c1ccsc1
156.21
43.2462
1.5979
4
2
18
44.62
CC1=CS(=O)(=O)C(=C)C1=O
C=C1C(=O)C(C)=CS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1C(=O)C=CS1(=O)=O
158.178
36.8238
0.4014
3
0
16
51.21
O=S1(=O)CCCN2CC2C1
O=S1(=O)CCCN2CC2C1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CCCN2CC2C1
161.226
38.6318
-0.5109
3
0
21
37.15
CN=C1N(C)SC=C1CN
CN=c1c(CN)csn1C
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
157.242
42.6684
0.0758
4
1
21
43.31
N=C1CC=C2CNC(=S)N12
N=C1CC=C2CNC(=S)N12
true
CC1CCC2CCC(C)C12
N=C1CC=C2CNC(=S)N12
153.21
42.8664
0.44137
2
2
17
39.12
CN1C2CC2(NC1=S)C#N
CN1C(=S)NC2(C#N)CC12
false
CCC12CC(C)C(C)C1C2
S=C1NC2CC2N1
153.21
40.2457
-0.15902
2
1
17
39.06
CC1NC1C1=CC(Cl)=CO1
CC1NC1c1cc(Cl)co1
false
CC1CCC(C2CC2C)C1
c1coc(C2CN2)c1
157.6
39.0567
1.9658
2
1
18
35.08
CC(=N)NC1=NSC=C1Cl
CC(=N)Nc1nscc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
175.644
44.1474
2.20557
3
2
16
48.77
NCC(=C)C1=C(Cl)C=NS1
C=C(CN)c1sncc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
174.656
45.2124
1.7684
3
1
17
38.91
CC1(O)CC2=C1NSC2=N
CC1(O)Cc2c1[nH]sc2=N
false
CC1CCC2C1CC2(C)C
N=c1s[nH]c2c1CC2
156.21
37.7992
0.31927
3
3
18
59.87
OCS(=O)(=O)C1=CCCO1
O=S(=O)(CO)C1=CCCO1
false
CCC(C)(C)C1CCCC1
C1=COCC1
164.182
34.6576
-0.3873
4
1
18
63.6
CCNC1C=NNS1(=O)=O
CCNC1C=NNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=NN1
163.202
38.0122
-1.1592
4
2
19
70.56
CC1=NSC=C1CON=C
C=NOCc1csnc1C
false
CCCCC1CCCC1C
c1cnsc1
156.21
41.189
1.58372
4
0
18
34.48
CC(C)(C)NS(=O)(=O)NN
CC(C)(C)NS(=O)(=O)NN
true
CCC(C)(C)CC(C)(C)C
167.234
39.1316
-0.9174
3
3
23
84.22
CC12CC(CCS1(=O)=O)N2
CC12CC(CCS1(=O)=O)N2
true
CC1(C)CCC2CC1(C)C2
O=S1(=O)CCC2CC1N2
161.226
38.3495
-0.117
3
1
21
46.17
CC(N)C1=CC=NC=C1Cl
CC(N)c1ccncc1Cl
false
CC(C)C1CCCCC1C
c1ccncc1
156.616
41.8494
1.7547
2
1
19
38.91
NC1(CC1C#C)S(O)(=O)=O
C#CC1CC1(N)S(=O)(=O)O
false
CCC1CC1(C)C(C)(C)C
C1CC1
161.182
35.407
-0.8177
3
2
17
80.39
O=S(=O)(C#N)C#CC1CN1
N#CS(=O)(=O)C#CC1CN1
false
CCC(C)(C)CCC1CC1
C1CN1
156.166
34.0995
-1.18502
4
1
14
79.87
CCN(N=C)C(=S)NOC
C=NN(CC)C(=S)NOC
false
CCCC(C)C(CC)CC
161.23
44.6717
0.3598
3
1
21
36.86
OCS(=O)(=O)C=CCC=O
O=CCC=CS(=O)(=O)CO
false
CCCCCC(C)(C)CC
164.182
35.8266
-0.5463
4
1
18
71.44
OC1=C2C(=C)CCC2=CS1
C=C1CCc2csc(O)c21
false
CC1CCC2CCC(C)C12
C=C1CCc2cscc21
152.218
43.3388
2.4131
2
1
18
20.23
CC=CC=CNS(N)(=O)=O
CC=CC=CNS(N)(=O)=O
true
CCCCCCC(C)(C)C
162.214
40.1969
-0.1307
2
2
20
72.19
COC1=CC(Cl)=CNC1=O
COc1cc(Cl)c[nH]c1=O
false
CCC1CC(C)CCC1C
O=c1cccc[nH]1
159.572
38.6247
1.0369
2
1
16
42.09
CC1=NC(C)=C(S1)N1CC1
Cc1nc(C)c(N2CC2)s1
false
CC1CC(C)C(C2CC2)C1
c1ncc(N2CC2)s1
154.238
43.801
1.57994
3
0
20
15.9
COC1OCC2=C1SN=C2
COC1OCc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1COC2
157.194
36.653
1.3183
4
0
17
31.35
NC1COC2=NSC=C2C1
NC1COc2nscc2C1
false
CC1CCC2CCCC2C1
c1snc2c1CCCO2
156.21
39.2884
0.4053
4
1
18
48.14
CC(=CC1=CSC=C1)C#C
C#CC(C)=Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
148.23
46.803
2.7846
1
0
18
0
CC#CC1=NSC(O)=C1O
CC#Cc1nsc(O)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
155.178
37.9956
0.9257
4
2
15
53.35
OC1=CSN=C1C1COC1
Oc1csnc1C1COC1
false
CC1CCCC1C1CCC1
c1cc(C2COC2)ns1
157.194
37.3388
0.9625
4
1
17
42.35
C=C1CCOS(=O)(=O)OC1
C=C1CCOS(=O)(=O)OC1
true
CC1CCCC(C)(C)CC1
C=C1CCOS(=O)(=O)OC1
164.182
34.5808
0.2243
4
0
18
52.6
CC1=C(C)C2=C(SC=C2)S1
Cc1sc2sccc2c1C
false
CC1CC2CCCC2C1C
c1cc2ccsc2s1
168.286
49.176
3.57964
2
0
18
0
NC(C=C)C1=CSC(=O)O1
C=CC(N)c1csc(=O)o1
false
CCC(C)C1CCC(C)C1
O=c1occs1
157.194
39.9804
0.8871
4
1
17
56.23
NC(=S)NC1C=CCC1=C
C=C1CC=CC1NC(N)=S
false
CC(C)CC1CCCC1C
C=C1CC=CC1
154.238
46.6061
0.7043
1
2
20
38.05
CC(=O)CC1=CSC(=O)N1
CC(=O)Cc1csc(=O)[nH]1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
157.194
39.3247
0.5679
3
1
17
49.93
CCC1CN1C1=CSN=C1
CCC1CN1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1N1CC1
154.238
43.539
1.7417
3
0
20
15.9
ON1C(C#C)C2CN2C1=S
C#CC1C2CN2C(=S)N1O
false
CCC1C(C)C(C)C2CC12
S=C1NCC2CN12
154.194
39.3385
-0.3379
2
1
16
26.48
CCC1=CC=C(OC=O)S1
CCc1ccc(OC=O)s1
false
CCCC1CCC(CC)C1
c1ccsc1
156.206
40.389
1.8457
3
0
18
26.3
CC1CC1N1SN=CC1=O
CC1CC1n1sncc1=O
false
CC1CCCC1C1CC1C
O=c1cnsn1C1CC1
156.21
39.192
0.8857
4
0
18
34.89
CCON1SC=CC1=NC
CCOn1sccc1=NC
false
CCCC1CCCC1CC
N=c1ccs[nH]1
158.226
40.917
0.5286
4
0
20
26.52
O=CS(=O)(=O)N1CCC=C1
O=CS(=O)(=O)N1C=CCC1
false
CCC(C)(C)C1CCCC1
C1=CNCC1
161.182
36.1333
-0.2742
3
0
17
54.45
CC1=C2N(NSC2=O)C=C1
Cc1ccn2[nH]sc(=O)c12
false
CC1CCC2CCC(C)C12
O=c1s[nH]n2cccc12
154.194
40.6317
0.99752
3
1
16
37.27