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
CC1=CSC(CNC=N)=C1
Cc1csc(CNC=N)c1
false
CCCCC1CCC(C)C1
c1ccsc1
154.238
44.6794
1.75319
2
2
20
35.88
ON=CC1=NSC=C1C=C
C=Cc1csnc1C=NO
false
CCCC1CCCC1CC
c1cnsc1
154.194
41.5855
1.5942
4
1
16
45.48
COC1=C2SC=NC2=NN1
COc1[nH]nc2ncsc12
false
CCC1CCC2CCCC12
c1nc2n[nH]cc2s1
155.182
38.3177
1.028
4
1
15
50.8
CC1=C(CCN)C(Cl)=CS1
Cc1scc(Cl)c1CCN
false
CCCC1C(C)CCC1C
c1ccsc1
175.684
46.8244
2.21112
2
1
20
26.02
CC1CC=NN(C1)C(N)=S
CC1CC=NN(C(N)=S)C1
false
CC1CCCC(C(C)C)C1
C1=NNCCC1
157.242
45.7644
0.5576
2
1
21
41.62
NC1=CNC=C(Cl)C1=NO
Nc1c[nH]cc(Cl)c1=NO
false
CCC1C(C)CCCC1C
N=c1cc[nH]cc1
159.576
37.5646
0.5402
3
3
16
74.4
CC=CN(C)C(=S)N(C)N
CC=CN(C)C(=S)N(C)N
true
CCCC(C)C(C)C(C)C
159.258
47.1254
0.5422
2
1
23
32.5
C=CS(=O)(=O)N1C=CN=C1
C=CS(=O)(=O)n1ccnc1
false
CCC(C)(C)C1CCCC1
c1c[nH]cn1
158.182
36.7418
0.2045
4
0
16
51.96
CCC1CCC2=C1SC=C2
CCC1CCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CCC2
152.262
45.672
3.1879
1
0
22
0
COC1=C(Cl)C=C(C)N1C
COc1c(Cl)cc(C)n1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.616
41.712
1.99552
2
0
20
14.16
NC1=COC=C1S(N)(=O)=O
Nc1cocc1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1ccoc1
162.17
34.4936
-0.4908
4
2
16
99.32
NC1=CN(CC=C)SC1=O
C=CCn1cc(N)c(=O)s1
false
CCCC1CC(C)C(C)C1
O=c1cc[nH]s1
156.21
43.1884
0.678
4
1
18
48.02
NC1C=CCCOS1(=O)=O
NC1C=CCCOS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CC=CCCO1
163.198
36.6042
-0.4225
4
1
19
69.39
CN1CC1C1=C(C)N=CS1
Cc1ncsc1C1CN1C
false
CC1CCCC1C1CC1C
c1ncc(C2CN2)s1
154.238
42.222
1.43802
3
0
20
15.9
O=CCCC1=CNC(=O)S1
O=CCCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
39.3247
0.5679
3
1
17
49.93
C#CCC#CC1=CN=NS1
C#CCC#Cc1cnns1
false
CCCCCC1CCCC1
c1csnn1
148.19
40.237
0.9129
3
0
14
25.78
CN1C=NC(C#N)S1(=O)=O
CN1C=NC(C#N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CN=CN1
159.17
34.5758
-0.86042
4
0
15
73.53
CC1(CC1)N1SC=NC1=N
CC1(n2scnc2=N)CC1
false
CC1CCCC1C1(C)CC1
N=c1ncsn1C1CC1
155.226
38.8407
0.93307
4
1
19
41.67
CC(C)NC1=CSC(=N)N1
CC(C)Nc1csc(=N)[nH]1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
157.242
43.2831
1.37597
3
3
21
51.67
N=C1SNC(CCC#N)=N1
N#CCCc1nc(=N)s[nH]1
false
CCCCC1CCC(C)C1
N=c1nc[nH]s1
154.198
36.2534
0.40685
4
2
16
76.32
CC1=NC=C2N1SC=C2Cl
Cc1ncc2c(Cl)csn12
false
CC1CCC2C(C)CCC12
c1cc2cncn2s1
172.64
42.816
2.35762
3
0
15
17.3
CC(=O)C1=C(CO)SC=N1
CC(=O)c1ncsc1CO
false
CCC1CCCC1C(C)C
c1cscn1
157.194
38.0413
0.838
4
1
17
50.19
NC1=CC=C(Cl)C(=C1)C#C
C#Cc1cc(N)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccccc1
151.596
43.7994
1.9035
1
1
16
26.02
CN1C=C(Cl)C(=N1)C(C)=O
CC(=O)c1nn(C)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cn[nH]c1
158.588
38.2225
1.2761
3
0
17
34.89
NC1=C(SN=C1)C#CC#N
N#CC#Cc1sncc1N
false
CCCCC1CCCC1C
c1cnsc1
149.178
39.0174
0.60038
4
1
13
62.7
CN(N=CC#C)S(N)(=O)=O
C#CC=NN(C)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
161.186
38.1952
-1.2593
3
1
17
75.76
CC1(O)CS(=O)(=O)C2OC12
CC1(O)CS(=O)(=O)C2OC21
false
CC1(C)CC(C)(C)C2CC21
O=S1(=O)CCC2OC21
164.182
33.0716
-1.1093
4
1
18
66.9
CN(CC#N)C1=CN=NS1
CN(CC#N)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
154.198
38.792
0.49788
5
0
16
52.81
O=S1(=O)OC2CC2C11CO1
O=S1(=O)OC2CC2C12CO2
false
CC1(C)CC2CC2C12CC2
O=S1(=O)OC2CC2C12CO2
162.166
30.5828
-0.5386
4
0
16
55.9
CC(C1CNC1)S(C)(=O)=O
CC(C1CNC1)S(C)(=O)=O
true
CC(C1CCC1)C(C)(C)C
C1CNC1
163.242
40.6655
-0.3611
3
1
23
46.17
ClC1=CN=C2OCCC2=C1
Clc1cnc2c(c1)CCO2
false
CC1CCC2CCCC2C1
c1cnc2c(c1)CCO2
155.584
38.446
1.6699
2
0
16
22.12
CCC1=C(N)C(OC)=CS1
CCc1scc(OC)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
157.238
44.6614
1.9013
3
1
21
35.25
CCN1C(=O)C=CS1(=O)=O
CCN1C(=O)C=CS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1C=CS(=O)(=O)N1
161.182
35.4468
-0.308
3
0
17
54.45
C#CC1=CNC2=C1N=NS2
C#Cc1c[nH]c2snnc12
false
CCC1CCC2CCCC12
c1cc2nnsc2[nH]1
149.178
39.7007
1.0007
3
1
13
41.57
O=C1OC(C=CC#C)=CS1
C#CC=Cc1csc(=O)o1
false
CCCCC1CCC(C)C1
O=c1occs1
152.174
40.722
1.3477
3
0
14
30.21
COCCC1=C(N)N=NS1
COCCc1snnc1N
false
CCCCC1CCCC1C
c1csnn1
159.214
39.9014
0.3092
5
1
19
61.03
CC1=C(SC=N1)C(=C)C#N
C=C(C#N)c1scnc1C
false
CCC(C)C1CCCC1C
c1cscn1
150.206
41.498
1.9883
3
0
16
36.68
C=CN1CCC=CS1(=O)=O
C=CN1CCC=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CCCN1
159.21
39.5798
0.6791
2
0
19
37.38
COC1=C(CC#C)C=NS1
C#CCc1cnsc1OC
false
CCCC1CCCC1CC
c1cnsc1
153.206
41.203
1.3274
3
0
17
22.12
O=S1(=O)CN=C(N1)C1CO1
O=S1(=O)CN=C(C2CO2)N1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CN=C(C2CO2)N1
162.17
34.0975
-1.3258
4
1
16
71.06
CN=C1C=C(Cl)C=CN1C
CN=c1cc(Cl)ccn1C
false
CCC1CC(C)CCC1C
N=c1cccc[nH]1
156.616
41.91
1.209
2
0
19
17.29
CC1C=CC2=C(Cl)C=NN12
CC1C=Cc2c(Cl)cnn21
false
CC1CCC2C(C)CCC12
C1=Cc2ccnn2C1
154.6
40.982
2.1243
2
0
17
17.82
CS(=O)(=O)NC=CCC=O
CS(=O)(=O)NC=CCC=O
true
CCCCCCC(C)(C)C
163.198
37.8005
-0.3617
3
1
19
63.24
CC1=C(Cl)C(=NO1)[N+]([O-])=O
Cc1onc([N+](=O)[O-])c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
162.532
32.9044
1.54462
4
0
13
69.17
CC1=CN2C=NSC2=C1N
Cc1cn2cnsc2c1N
false
CC1CC2CCCC2C1C
c1cc2sncn2c1
153.21
42.2184
1.28642
4
1
17
43.32
CCC1=C(CC#C)C=CS1
C#CCc1ccsc1CC
false
CCCC1CCCC1CC
c1ccsc1
150.246
46.234
2.4862
1
0
20
0
NCCC1=C(C=C)C=CS1
C=Cc1ccsc1CCN
false
CCCC1CCCC1CC
c1ccsc1
153.25
47.1684
1.8923
2
1
21
26.02
CCC1NC(=S)N(O)C=C1
CCC1C=CN(O)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
158.226
42.5782
0.858
2
2
20
35.5
ClC1=CSC2=C1NC(=N)N2
N=c1[nH]c2scc(Cl)c2[nH]1
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2ccsc2[nH]1
173.628
41.3911
1.69037
2
3
14
55.43
CNCCC1=CNC(=O)S1
CNCCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
158.226
42.5704
0.1983
3
2
20
44.89
CC(=C)C1=C(Cl)C(C)=NO1
C=C(C)c1onc(C)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
157.6
40.958
2.66952
2
0
18
26.03
COC1C(CS1(=O)=O)C#C
C#CC1CS(=O)(=O)C1OC
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
160.194
36.9068
-0.3633
3
0
18
43.37
CC1(C)CN(C=C)C(=S)N1
C=CN1CC(C)(C)NC1=S
false
CCC1CC(C)(C)CC1C
S=C1NCCN1
156.254
46.7157
1.0986
1
1
22
15.27
CC1=CCNS(=O)(=O)N1O
CC1=CCNS(=O)(=O)N1O
true
CC1CCCC(C)(C)C1C
O=S1(=O)NC=CCN1
164.186
34.305
-0.5706
3
2
18
69.64
CC#CC1=C(Cl)C=C(C)S1
CC#Cc1sc(C)cc1Cl
false
CCCC1CC(C)CC1C
c1ccsc1
170.664
46.618
3.08132
1
0
17
0
CNC(C1CN1)S(O)(=O)=O
CNC(C1CN1)S(=O)(=O)O
false
CCC(C1CC1)C(C)(C)C
C1CN1
166.202
36.187
-1.6085
4
3
20
88.34
CNC(=S)N(C)C(=O)C=C
C=CC(=O)N(C)C(=S)NC
false
CCC(C)C(C)C(C)CC
158.226
44.6247
0.1351
2
1
20
32.34
NCC1=CC(Cl)=C(N)C=N1
NCc1cc(Cl)c(N)cn1
false
CCC1CCC(C)C(C)C1
c1ccncc1
157.604
41.5508
0.7759
3
2
18
64.93
CC(=NN)C1=CSC=C1Cl
CC(=NN)c1cscc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
174.656
45.7274
2.0842
3
1
17
38.38
CCC(=C)C1=NC(=O)SN1
C=C(CC)c1nc(=O)s[nH]1
false
CCC(C)C1CCC(C)C1
O=c1nc[nH]s1
156.21
42.0597
1.2546
3
1
18
45.75
CN1CCC2=C1OC(=O)S2
CN1CCc2sc(=O)oc21
false
CC1CC2CCC(C)C2C1
O=c1oc2c(s1)CCN2
157.194
39.829
0.6936
4
0
17
33.45
O=S1(=O)CC(CCC#N)O1
N#CCCC1CS(=O)(=O)O1
false
CCCCC1CC(C)(C)C1
O=S1(=O)CCO1
161.182
33.5068
0.01878
4
0
17
67.16
CCNC1=C(Cl)C(Cl)=CO1
CCNc1occ(Cl)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
180.034
42.8917
3.0182
2
1
17
25.17
NCC(CO)C1=CSN=N1
NCC(CO)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
159.214
38.7902
-0.4273
5
2
19
72.03
CCON=C1SC=CN1N
CCON=c1sccn1N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
159.214
39.6484
0.1156
5
1
19
52.54
CNC(C)S(=O)(=O)NOC
CNC(C)S(=O)(=O)NOC
true
CCCC(C)(C)C(C)CC
168.218
37.5862
-0.9674
4
2
22
67.43
CCN(OC)C(=S)N(C)C
CCN(OC)C(=S)N(C)C
true
CCC(CC)C(C)C(C)C
162.258
45.674
0.7162
2
0
24
15.71
C=CCC=CC1=NC=CS1
C=CCC=Cc1nccs1
false
CCCCCC1CCCC1
c1cscn1
151.234
45.962
2.7324
2
0
19
12.89
OC1CCCC2=C1C=NS2
OC1CCCc2sncc21
false
CC1CCCC2CCCC12
c1nsc2c1CCCC2
155.222
40.0118
1.5128
3
1
19
33.12
CN(O)C(=S)N1CCC=N1
CN(O)C(=S)N1CCC=N1
true
CC(C)C(C)C1CCCC1
C1=NNCC1
159.214
41.9625
0.2838
3
1
19
39.07
CC(C)(C(N)=N)S(N)(=O)=O
CC(C)(C(=N)N)S(N)(=O)=O
false
CC(C)C(C)(C)C(C)(C)C
165.218
39.1003
-1.01053
3
3
21
110.03
COC1=C(SN=C1C)C=C
C=Cc1snc(C)c1OC
false
CCC1CCC(C)C1CC
c1cnsc1
155.222
43.494
2.10312
3
0
19
22.12
CON1C=C2SC=NC2=C1
COn1cc2ncsc2c1
false
CCC1CC2CCCC2C1
c1nc2c[nH]cc2s1
154.194
40.114
1.1562
4
0
16
27.05
OCC1=CN=C(S1)C1CN1
OCc1cnc(C2CN2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)n1
156.21
38.7805
0.2797
4
2
18
55.06
C=CCOCS(=O)(=O)C#N
C=CCOCS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
161.182
35.5488
0.04238
4
0
17
67.16
CC1C2CCC1N2C(N)=S
CC1C2CCC1N2C(N)=S
true
CC(C)C1C2CCC1C2C
C1CC2CC1N2
156.254
44.5984
0.7127
1
1
22
29.26
NC1=C(N)C2=C(O1)SC=N2
Nc1oc2scnc2c1N
false
CC1CC2CCCC2C1C
c1cc2ncsc2o1
155.182
40.7108
1.0537
5
2
15
78.07
O=S1(=O)C2CC1CCCC2
O=S1(=O)C2CCCCC1C2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2CCCCC1C2
160.238
39.5808
1.1161
2
0
22
34.14
O=CC1=C2C=CCC2=CS1
O=Cc1scc2c1C=CC2
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
150.202
42.4445
2.1299
2
0
16
17.07
CC1N=CN2C=CC(Cl)=C12
CC1N=Cn2ccc(Cl)c21
false
CC1CCC2CCC(C)C12
C1=NCc2cccn21
154.6
41.747
2.0925
2
0
17
17.29
CCC1NCC2=C1SC=C2
CCC1NCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CNC2
153.25
44.1907
2.3024
2
1
21
12.03
NN(C=O)C1=CNC=C1Cl
NN(C=O)c1c[nH]cc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
159.576
38.5331
0.5046
2
2
16
62.12
S=C1NCC(=NN1)C1CO1
S=C1NCC(C2CO2)=NN1
false
CC1CCC(C2CC2)CC1
S=C1NCC(C2CO2)=NN1
157.198
40.9114
-0.7811
3
2
17
48.95
NN(C=C)C(=S)N1CCC1
C=CN(N)C(=S)N1CCC1
false
CCC(C)C(C)C1CCC1
C1CNC1
157.242
45.0114
0.2962
2
1
21
32.5
NCCNC1=C(O)C=CS1
NCCNc1sccc1O
false
CCCCC1CCCC1C
c1ccsc1
158.226
43.5279
0.8243
4
3
20
58.28
CN1C=NC=NCS1(=O)=O
CN1C=NC=NCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CN=CN=CN1
161.186
38.5338
-0.7243
4
0
17
62.1
ClC1=CSC(C#N)=C1C#C
C#Cc1c(Cl)csc1C#N
false
CCC1CCC(C)C1CC
c1ccsc1
167.62
41.979
2.25448
2
0
12
23.79
CC1=C(N=NS1)C#CC=C
C=CC#Cc1nnsc1C
false
CCCCC1CCCC1C
c1csnn1
150.206
41.721
1.38402
3
0
16
25.78
CCCC1OC2=NSN=C12
CCCC1Oc2nsnc21
false
CCCC1CC2CCCC12
C1Oc2nsnc21
156.21
38.186
1.7717
4
0
18
35.01
C=CC1CCNC(=S)NO1
C=CC1CCNC(=S)NO1
true
CCC1CCCC(C)CC1
S=C1NCCCON1
158.226
43.4234
0.3404
2
2
20
33.29
CS(=O)(=O)C(N=CN)C#N
CS(=O)(=O)C(C#N)N=CN
false
CCCC(CC)C(C)(C)C
161.186
36.9242
-1.13232
4
1
17
96.31
CNCCN(C=O)C(N)=S
CNCCN(C=O)C(N)=S
true
CCCCC(CC)C(C)C
161.23
43.4821
-1.0922
3
2
21
58.36
CCC(C)(CO)S(C)(=O)=O
CCC(C)(CO)S(C)(=O)=O
true
CCC(C)(CC)C(C)(C)C
166.242
40.6256
0.192
3
1
24
54.37
NC(=O)C#CC1=CC=NS1
NC(=O)C#Cc1ccns1
false
CC(C)CCC1CCCC1
c1cnsc1
152.178
38.1864
-0.0201
3
1
14
55.98
COCC1=CN(N)C(=N)S1
COCc1cn(N)c(=N)s1
false
CCCC1CC(C)C(C)C1
N=c1[nH]ccs1
159.214
39.0271
-0.11073
5
2
19
64.03
CC(C)=CC1=C(C)C=NS1
CC(C)=Cc1sncc1C
false
CC(C)CC1CCCC1C
c1cnsc1
153.25
46.176
2.87472
2
0
21
12.89
NS(=O)(=O)N1CC(=C)C=N1
C=C1C=NN(S(N)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C=C1C=NNC1
161.186
37.4452
-0.9525
3
1
17
75.76
OC12CC1C1=NSC=C1C2
OC12Cc3csnc3C1C2
false
CC12CC3CCCC3C1C2
c1snc2c1CC1CC21
153.206
38.1258
0.9176
3
1
17
33.12
CN(C)C1=CSN=C1NO
CN(C)c1csnc1NO
false
CCC1CCCC1C(C)C
c1cnsc1
159.214
41.8502
1.0102
5
2
19
48.39
CN(O)C=NC1=CSC=N1
CN(O)C=Nc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
157.198
39.8155
1.1239
4
1
17
48.72