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
CCC1CN=C2SNC=C12
CCC1CN=C2SNC=C21
false
CCC1CCC2CCCC12
C1=C2CCN=C2SN1
154.238
44.8927
1.56
3
1
20
24.39
COS(=O)(=O)C(=C)CC=C
C=CCC(=C)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
162.21
39.8828
1.0524
3
0
20
43.37
OCC=CC1=COC=C1Cl
OCC=Cc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
158.584
39.8378
1.9385
2
1
17
33.37
CC1=CN=C(N)C(Cl)=C1C
Cc1cnc(N)c(Cl)c1C
false
CC1CCC(C)C(C)C1C
c1ccncc1
156.616
43.1334
1.93404
2
1
19
38.91
O1C2C=CC1C1=C2SC=C1
C1=CC2OC1c1ccsc12
false
C1CC2C3CCC(C3)C2C1
C1=CC2OC1c1ccsc12
150.202
40.026
2.4303
2
0
16
9.23
CC1OC1C1COS1(=O)=O
CC1OC1C1COS1(=O)=O
true
CC1CC1C1CCC1(C)C
O=S1(=O)OCC1C1CO1
164.182
32.9948
-0.4977
4
0
18
55.9
N=CN1CC=CCNC1=S
N=CN1CC=CCNC1=S
true
CCC1CCCCCC1C
S=C1NCC=CCN1
155.226
45.2304
0.33977
2
2
19
39.12
NCC1=COC2=C1C=CS2
NCc1coc2sccc12
false
CCC1CCC2CCCC12
c1cc2ccsc2o1
153.206
41.9824
1.953
3
1
17
39.16
C=CC1CCCOS1(=O)=O
C=CC1CCCOS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCCO1
162.21
38.0908
0.6812
3
0
20
43.37
CC(=O)CC1=C(Cl)C=CO1
CC(=O)Cc1occc1Cl
false
CC(C)CC1CCCC1C
c1ccoc1
158.584
38.103
2.0645
2
0
17
30.21
CC(N)(C1CO1)S(N)(=O)=O
CC(N)(C1CO1)S(N)(=O)=O
true
CC(C)(C)C(C)(C)C1CC1
C1CO1
166.202
35.4396
-1.6514
4
2
20
98.71
CCC(C)ONC(=S)NN
CCC(C)ONC(=S)NN
true
CCC(C)CCC(C)CC
163.246
43.8948
0.0543
3
3
23
59.31
CC1=C2NC(C#N)C2=CS1
Cc1scc2c1NC2C#N
false
CCC1CC2C(C)CCC12
c1scc2c1CN2
150.206
41.0327
2.0467
3
1
16
35.82
O=S(=O)(CC#N)C#CC#C
C#CC#CS(=O)(=O)CC#N
false
CCCCC(C)(C)CCC
153.162
36.0088
-0.48112
3
0
13
57.93
CNS(=O)(=O)C(N)C1CC1
CNS(=O)(=O)C(N)C1CC1
true
CCC(C)(C)C(C)C1CC1
C1CC1
164.23
38.6789
-0.7696
3
2
22
72.19
NC1C=CC2=C1OC=C2Cl
NC1C=Cc2c(Cl)coc21
false
CC1CCC2C(C)CCC12
C1=Cc2ccoc2C1
155.584
39.6804
1.9596
2
1
16
39.16
NC(C=C)C1CS(=O)(=O)O1
C=CC(N)C1CS(=O)(=O)O1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCO1
163.198
36.8322
-0.7717
4
1
19
69.39
CC1C2CN2C2=C1SC=N2
CC1c2scnc2N2CC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)CC1CN21
152.222
41.663
1.4488
3
0
18
15.9
C=C1NS(=O)(=O)CC1C#N
C=C1NS(=O)(=O)CC1C#N
true
CCC1CC(C)(C)CC1C
C=C1CCS(=O)(=O)N1
158.182
35.1655
-0.42712
3
1
16
69.96
CC#CCCNNC(N)=S
CC#CCCNNC(N)=S
true
CCCCCCCC(C)C
157.242
45.9908
-0.2624
2
3
21
50.08
COC(C)S(=O)(=O)C=CC
CC=CS(=O)(=O)C(C)OC
false
CCCC(C)(C)C(C)CC
164.226
40.2048
0.9272
3
0
22
43.37
O=C1CCC2=C(C1)SC=N2
O=C1CCc2ncsc2C1
false
CC1CCC2CCCC2C1
O=C1CCc2ncsc2C1
153.206
39.146
1.2009
3
0
17
29.96
NC1CC1C1=C(O)SC=C1
NC1CC1c1ccsc1O
false
CC1CCCC1C1CC1C
c1cc(C2CC2)cs1
155.222
41.3172
1.2683
3
2
19
46.25
CC1=C(CNC1)S(C)(=O)=O
CC1=C(S(C)(=O)=O)CNC1
false
CC1CCCC1C(C)(C)C
C1=CCNC1
161.226
40.4135
-0.0918
3
1
21
46.17
OC1=C(Cl)C2=C(N1)C=CC2
Oc1[nH]c2c(c1Cl)CC=C2
false
CC1CC2CCCC2C1C
C1=Cc2[nH]ccc2C1
155.584
40.2055
1.943
1
2
16
36.02
C1OC2=C(CC=C1)N=NS2
C1=CCc2nnsc2OC1
false
C1CCC2CCCC2CC1
C1=CCc2nnsc2OC1
154.194
38.248
1.0292
4
0
16
35.01
CCCN(C)C1=NSC=N1
CCCN(C)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
157.242
43.47
1.3843
4
0
21
29.02
NCC1=CNC(C#C)=C1Cl
C#Cc1[nH]cc(CN)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
154.6
41.6291
1.1081
1
2
17
41.81
COCCCS(=O)(=O)C=C
C=CS(=O)(=O)CCCOC
false
CCCCCC(C)(C)CC
164.226
40.4768
0.5812
3
0
22
43.37
O=S(=O)(CC#C)OCC#C
C#CCOS(=O)(=O)CC#C
false
CCCCC(C)(C)CCC
158.178
37.4048
-0.4008
3
0
16
43.37
CC1=CSC2=C(C)C=CN12
Cc1ccn2c(C)csc12
false
CC1CCC2C(C)CCC12
c1cc2sccn2c1
151.234
44.748
2.61764
2
0
19
4.41
CC1C(O)C2=C(O)SN=C12
CC1c2nsc(O)c2C1O
false
CC1CCC2C(C)C(C)C12
c1snc2c1CC2
157.194
37.1536
0.9992
4
2
17
53.35
NC(=S)N1CCCC2CN12
NC(=S)N1CCCC2CN21
false
CC(C)C1CCCC2CC21
C1CNN2CC2C1
157.242
43.2194
-0.075
2
1
21
32.27
N=C1SNC=C1C1COC1
N=c1s[nH]cc1C1COC1
false
CC1CCCC1C1CCC1
N=c1s[nH]cc1C1COC1
156.21
38.0844
0.66947
3
2
18
48.87
O=S1(=O)NNC2(CC2)C=C1
O=S1(=O)C=CC2(CC2)NN1
false
CC1(C)CCC2(CC1)CC2
O=S1(=O)C=CC2(CC2)NN1
160.198
36.2962
-0.5297
3
2
18
58.2
CC1=NC2=CNSC2=NO1
CC1=NC2=CNSC2=NO1
true
CC1CCC2CCCC2C1
C1=NC2=CNSC2=NO1
155.182
40.4387
0.8413
5
1
15
45.98
CC(C)C1=CSC(C=C)=C1
C=Cc1cc(C(C)C)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
152.262
48.499
3.5145
1
0
22
0
COC1CS(=O)(=O)NC=C1
COC1C=CNS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CCC=CN1
163.198
36.8595
-0.5519
3
1
19
55.4
CC(C)(C=C)S(=O)(=O)C=O
C=CC(C)(C)S(=O)(=O)C=O
false
CCC(C)(C)C(C)(C)CC
162.21
39.9463
0.556
3
0
20
51.21
CN1N=CC(=C)N(O)C1=S
C=C1C=NN(C)C(=S)N1O
false
CC1CCC(C)C(C)C1C
C=C1C=NNC(=S)N1
157.198
41.6185
0.4074
3
1
17
39.07
CON(C(N)=S)C(=N)C#C
C#CC(=N)N(OC)C(N)=S
false
CCC(C)C(CC)C(C)C
157.198
42.1931
-0.29613
3
2
17
62.34
CC1NC2=NSC=C2C1N
CC1Nc2nscc2C1N
false
CC1CC2CCCC2C1C
c1snc2c1CCN2
155.226
42.1271
0.9569
4
2
19
50.94
ON1C=NCC2=C1SC=C2
ON1C=NCc2ccsc21
false
CC1CCCC2CCCC12
C1=NCc2ccsc2N1
154.194
40.7805
1.4856
4
1
16
35.83
CC1C=CS(=O)(=O)CN1C
CC1C=CS(=O)(=O)CN1C
true
CC1CCC(C)(C)CC1C
O=S1(=O)C=CCNC1
161.226
40.1518
0.2063
3
0
21
37.38
CN1C(C)=NC2=CSN=C12
Cc1nc2csnc2n1C
false
CC1CC2CCCC2C1C
c1nc2csnc2[nH]1
153.21
41.123
1.33822
4
0
17
30.71
OCC1C=CC2=C1N=NS2
OCC1C=Cc2snnc21
false
CCC1CCC2CCCC12
C1=Cc2snnc2C1
154.194
38.7698
0.6408
4
1
16
46.01
CC1=C(O)SC(CN)=C1Cl
Cc1c(O)sc(CN)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccsc1
177.656
43.6222
1.87422
3
2
18
46.25
NC1=CC=C(S1)C1COC1
Nc1ccc(C2COC2)s1
false
CC1CCC(C2CCC2)C1
c1csc(C2COC2)c1
155.222
42.2914
1.4441
3
1
19
35.25
CNC1=NOC(=N)C=C1Cl
CNc1noc(=N)cc1Cl
false
CCC1CCC(C)CC1C
N=c1cccno1
159.576
36.9144
0.84917
4
2
16
61.91
NN=C1OC2=C(S1)C=CC2
NN=c1oc2c(s1)C=CC2
false
CCC1CC2CCCC2C1
N=c1oc2c(s1)C=CC2
154.194
39.0734
0.6848
4
1
16
51.52
CCC1=NN=C(C)S1(=O)=O
CCC1=NN=C(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=NN=C1
160.198
39.7548
0.5567
4
0
18
58.86
S=C1NC2CC(N1)C1CC21
S=C1NC2CC(N1)C1CC21
true
CC1CC2CC(C1)C1CC21
S=C1NC2CC(N1)C1CC21
154.238
42.6594
0.2411
1
2
20
24.06
NCC(N)C(=C)S(O)(=O)=O
C=C(C(N)CN)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
166.202
37.7184
-1.3261
4
3
20
106.41
O=S1(=O)NOCC2CCC12
O=S1(=O)NOCC2CCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NOCC2CCC21
163.198
34.5195
-0.3704
3
1
19
55.4
CCC1CN2C=CSC2=N1
CCC1CN2C=CSC2=N1
true
CCC1CC2CCCC2C1
C1=CN2CCN=C2S1
154.238
44.951
1.6546
3
0
20
15.6
C=CC#CC1=CSC(=O)S1
C=CC#Cc1csc(=O)s1
false
CCCCC1CCC(C)C1
O=c1sccs1
168.242
45.541
1.7073
3
0
14
17.07
CCC(=C)N1SC=CC1=N
C=C(CC)n1sccc1=N
false
CCC(C)C1CCCC1C
N=c1ccs[nH]1
154.238
43.7847
1.90977
3
1
20
28.78
NCC#CC=CS(O)(=O)=O
NCC#CC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
161.182
37.519
-0.65
3
2
17
80.39
C1C2CN1C1=C(N2)C=NS1
c1nsc2c1NC1CN2C1
false
C1CC2CC3CC(C3)C2C1
c1nsc2c1NC1CN2C1
153.21
41.7377
0.7572
4
1
17
28.16
CCC12CC1N(N)C(=S)N2
CCC12CC1N(N)C(=S)N2
true
CCC12CC(C)C(C)C1C2
S=C1NC2CC2N1
157.242
43.1871
-0.0287
2
2
21
41.29
CC(CC1=NSC=C1)C#C
C#CC(C)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
151.234
43.815
1.9549
2
0
19
12.89
CC(C)N(C)S(=O)(=O)NN
CC(C)N(C)S(=O)(=O)NN
true
CCC(C)(C)C(C)C(C)C
167.234
39.1419
-0.9653
3
2
23
75.43
NC1=C(COC1)S(N)(=O)=O
NC1=C(S(N)(=O)=O)COC1
false
CC1CCCC1C(C)(C)C
C1=CCOC1
164.186
35.1396
-1.5246
4
2
18
95.41
OC1CN2C(=S)NCC2=C1
OC1C=C2CNC(=S)N2C1
false
CC1CC2CCC(C)C2C1
S=C1NCC2=CCCN12
156.21
41.3965
-0.5651
2
2
18
35.5
CC(O)C1=C(C)SC(N)=N1
Cc1sc(N)nc1C(C)O
false
CC1CC(C)C(C(C)C)C1
c1cscn1
158.226
41.8972
1.08702
4
2
20
59.14
CC1=CCNS(=O)(=O)CO1
CC1=CCNS(=O)(=O)CO1
true
CC1CCCC(C)(C)CC1
O=S1(=O)COC=CCN1
163.198
36.6315
-0.2027
3
1
19
55.4
O=CN=C1SN=C2CCN12
O=CN=c1snc2n1CC2
false
CCCC1CCC2CCC12
N=c1snc2n1CC2
155.182
35.435
-0.4422
4
0
15
47.25
CCN(CC=C)C(=S)NO
C=CCN(CC)C(=S)NO
false
CCCC(CC)C(C)CC
160.242
44.9642
0.758
2
2
22
35.5
OC1=CN=NC2=C1SN=C2
Oc1cnnc2cnsc12
false
CC1CCCC2CCCC12
c1cc2sncc2nn1
153.166
36.8748
0.7919
5
1
13
58.9
S=C1NCC(CC#N)=NN1
N#CCC1=NNC(=S)NC1
false
CCCC1CCC(C)CC1
S=C1NCC=NN1
154.198
41.4014
-0.26622
3
2
16
60.21
O=S1(=O)CC(CC#N)C=C1
N#CCC1C=CS(=O)(=O)C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCC1
157.194
36.6468
0.45838
3
0
17
57.93
C=CCC12CC1NC(=S)N2
C=CCC12CC1NC(=S)N2
true
CCCC12CC(C)CC1C2
S=C1NC2CC2N1
154.238
44.8194
0.5513
1
2
20
24.06
NS(=O)(=O)C(ON=C)C#C
C#CC(ON=C)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
162.17
36.3622
-1.1336
4
1
16
81.75
S=C1NCC=C2OCCN12
S=C1NCC=C2OCCN12
true
CC1CCCC2CCCC12
S=C1NCC=C2OCCN12
156.21
41.3417
0.0481
2
1
18
24.5
CS(=O)(=O)CC1CCCN1
CS(=O)(=O)CC1CCCN1
true
CC(C)(C)CC1CCCC1
C1CCNC1
163.242
40.7355
-0.217
3
1
23
46.17
CCNC(=S)N(N)C(C)=O
CCNC(=S)N(N)C(C)=O
true
CCCC(C)C(C)C(C)C
161.23
42.9821
-0.397
3
2
21
58.36
CC1CON=CNC(=S)N1
CC1CON=CNC(=S)N1
true
CC1CCCCCC(C)C1
S=C1NC=NOCCN1
159.214
42.7754
-0.1875
3
2
19
45.65
CON=CN1CCS1(=O)=O
CON=CN1CCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCN1
164.186
35.9938
-0.7785
4
0
18
58.97
CC1C(C)=CC2=C1C=NS2
CC1=Cc2sncc2C1C
false
CC1CC2CCCC2C1C
C1=Cc2sncc2C1
151.234
44.18
2.6635
2
0
19
12.89
CC1CN1C1=CSC(N)=C1
CC1CN1c1csc(N)c1
false
CC1CCC(C2CC2C)C1
c1cc(N2CC2)cs1
154.238
45.5394
1.5388
3
1
20
29.03
COC=CC#CS(N)(=O)=O
COC=CC#CS(N)(=O)=O
true
CCCCCCC(C)(C)C
161.182
37.0322
-0.6041
3
1
17
69.39
CCC=CC1=NSC(=O)N1
CCC=Cc1nsc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]cns1
156.21
42.0597
1.2546
3
1
18
45.75
O=C1NC2=C(S1)C(=O)C=C2
O=C1C=Cc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
O=C1C=Cc2[nH]c(=O)sc21
153.162
38.3042
0.6459
3
1
13
49.93
O=S1(=O)CCN2N=NC=C12
O=S1(=O)CCn2nncc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCn2nncc21
159.17
32.0748
-0.9346
5
0
15
64.85
CCC1=CC2=C(C1)N=CS2
CCC1=Cc2scnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2scnc2C1
151.234
44.086
2.4926
2
0
19
12.89
CC1=CC=C(Cl)C2=C1CO2
Cc1ccc(Cl)c2c1CO2
false
CC1CCC(C)C2CCC12
c1ccc2c(c1)CO2
154.596
40.521
2.54082
1
0
17
9.23
CCC1CN1CS(N)(=O)=O
CCC1CN1CS(N)(=O)=O
true
CCC1CC1CC(C)(C)C
C1CN1
164.23
38.7592
-0.6734
3
1
22
63.17
CCNC1=CSC(NC)=C1
CCNc1csc(NC)c1
false
CCCC1CCC(CC)C1
c1ccsc1
156.254
48.0294
2.2216
3
2
22
24.06
CNCCCS(=O)(=O)C=C
C=CS(=O)(=O)CCCNC
false
CCCCCC(C)(C)CC
163.242
42.5275
0.1542
3
1
23
46.17
CC1OC2CC(C2)S1(=O)=O
CC1OC2CC(C2)S1(=O)=O
true
CC1CC2CC(C2)C1(C)C
O=S1(=O)COC2CC1C2
162.21
36.2768
0.3084
3
0
20
43.37
C1CC(C=C1)C1=NSC=N1
C1=CC(c2ncsn2)CC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2ncsn2)CC1
152.222
41.024
1.9717
3
0
18
25.78
OC1C=CNC(=S)NC1=N
N=C1NC(=S)NC=CC1O
false
CC1CCCC(C)C(C)C1
N=C1CC=CNC(=S)N1
157.198
41.7429
-0.68403
3
4
17
68.14
CC(C(C)(C)N)S(N)(=O)=O
CC(C(C)(C)N)S(N)(=O)=O
true
CC(C(C)(C)C)C(C)(C)C
166.246
40.8356
-0.5993
3
2
24
86.18
CCNC(=S)N1CCCO1
CCNC(=S)N1CCCO1
true
CCCC(C)C1CCCC1
C1CNOC1
160.242
43.5497
0.5181
2
1
22
24.5
CNC(=N)C1=CSN=C1C
CNC(=N)c1csnc1C
false
CCC(C)C1CCCC1C
c1cnsc1
155.226
42.7394
0.99629
3
2
19
48.77
CCS(=O)(=O)CC(O)C=C
C=CC(O)CS(=O)(=O)CC
false
CCC(C)CC(C)(C)CC
164.226
40.5316
-0.032
3
1
22
54.37
C1CN=C(N1)C1=CSN=C1
c1nscc1C1=NCCN1
false
C1CCC(C2CCCC2)C1
c1nscc1C1=NCCN1
153.21
41.5207
0.4929
4
1
17
37.28
O1C=NN=CC2=C1SC=C2
C1=NN=Cc2ccsc2O1
false
C1CCC2CCCC2CC1
C1=NN=Cc2ccsc2O1
152.178
41.033
1.5027
4
0
14
33.95
CCC1=CSC(=C1)C(C)O
CCc1csc(C(C)O)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.25
44.3308
2.3638
2
1
22
20.23
CC1=CC(C)=C(S1)C1CC1
Cc1cc(C)c(C2CC2)s1
false
CC1CC(C)C(C2CC2)C1
c1csc(C2CC2)c1
152.262
45.768
3.24234
1
0
22
0