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
O=C1C2CC2CCS1(=O)=O
O=C1C2CC2CCS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=C1C2CC2CCS1(=O)=O
160.194
35.0078
-0.0324
3
0
18
51.21
NC1COCC2=C1N=CS2
NC1COCc2scnc21
false
CC1CCCC2CCCC12
c1nc2c(s1)COCC2
156.21
38.6984
0.6731
4
1
18
48.14
CC1=C2C(=O)NN=C2NS1
Cc1s[nH]c2n[nH]c(=O)c1-2
false
CC1CCC2CCC(C)C12
O=c1[nH]nc2[nH]scc1-2
155.182
38.4444
0.57272
3
2
15
61.54
CNC1=C2C(C)OC2=CS1
CNc1scc2c1C(C)O2
false
CCC1CCC2CC(C)C12
c1scc2c1CO2
155.222
42.9087
2.2432
3
1
19
21.26
CN1CC(O)S(=O)(=O)C=C1
CN1C=CS(=O)(=O)C(O)C1
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)C=CNCC1
163.198
36.6966
-0.8638
4
1
19
57.61
CC1=CC2=C(C1)SC(O)=C2
CC1=Cc2cc(O)sc2C1
false
CC1CC2CC(C)CC2C1
C1=Cc2ccsc2C1
152.218
43.3388
2.4131
2
1
18
20.23
NC(=O)N1C=C(N)C(Cl)=C1
NC(=O)n1cc(N)c(Cl)c1
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
159.576
38.8358
0.6505
3
2
16
74.04
CC1C(=C)CC2=CSN=C12
C=C1Cc2csnc2C1C
false
CC1CC2CCCC2C1C
C=C1Cc2csnc2C1
151.234
43.373
2.3589
2
0
19
12.89
OCC1CN1C(=S)NC=N
N=CNC(=S)N1CC1CO
false
CCCC(C)C1CC1CC
C1CN1
159.214
42.0972
-0.85553
3
3
19
59.12
CCC1=CC(=N)N(S1)N=C
C=Nn1sc(CC)cc1=N
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
155.226
42.4887
1.05517
4
1
19
41.14
O=S1(=O)CCC11CCC=C1
O=S1(=O)CCC12C=CCC2
false
CC1(C)CCC12CCCC2
O=S1(=O)CCC12C=CCC2
158.222
39.5088
0.8937
2
0
20
34.14
CC(C)(N)S(=O)(=O)ON=C
C=NOS(=O)(=O)C(C)(C)N
false
CCCC(C)(C)C(C)(C)C
166.202
37.8202
-0.3568
5
1
20
81.75
CC1CC1N(C)NC(N)=S
CC1CC1N(C)NC(N)=S
true
CC(C)CC(C)C1CC1C
C1CC1
159.258
45.2531
0.0748
2
2
23
41.29
C1CC2=C(C=CS2)C=NO1
C1=NOCCc2sccc21
false
C1CCC2CCCC2CC1
C1=NOCCc2sccc21
153.206
41.569
1.6547
3
0
17
21.59
OC1C=CC2C1NS2(=O)=O
O=S1(=O)NC2C(O)C=CC21
false
CC1CCC2C1CC2(C)C
O=S1(=O)NC2CC=CC21
161.182
34.7783
-1.4127
3
2
17
66.4
CCN1C=C(Cl)C(C)=C1N
CCn1cc(Cl)c(C)c1N
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.632
44.2654
2.05202
2
1
21
30.95
NN=CC(C#C)S(N)(=O)=O
C#CC(C=NN)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
161.186
38.4076
-1.7788
4
2
17
98.54
CCCC1=CSN(N)C1=O
CCCc1csn(N)c1=O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
158.226
42.7244
0.5761
4
1
20
48.02
CC(C)(C)C1=CNC(=O)S1
CC(C)(C)c1c[nH]c(=O)s1
false
CC1CCC(C(C)(C)C)C1
O=c1[nH]ccs1
157.238
43.6397
1.7339
2
1
21
32.86
CC1NC(=S)NNC11CC1
CC1NC(=S)NNC12CC2
false
CC1CCC2(CC2)C(C)C1
S=C1NCC2(CC2)NN1
157.242
43.4321
-0.1102
2
3
21
36.09
CC1NNC(=S)N(O)C1=C
C=C1C(C)NNC(=S)N1O
false
CC1CCC(C)C(C)C1C
C=C1CNNC(=S)N1
159.214
41.0969
-0.0275
3
3
19
47.53
CNC1C=CS(=O)(=O)C1=O
CNC1C=CS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1CC=CS1(=O)=O
161.182
35.9145
-0.9569
4
1
17
63.24
CC(=N)NC(=C)S(C)(=O)=O
C=C(NC(C)=N)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
162.214
40.5202
0.08897
3
2
20
70.02
O=CC1CN1C1=CN=CS1
O=CC1CN1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(N2CC2)s1
154.194
39.312
0.5306
4
0
16
32.97
CC1N2SC=CC2=NC1=O
CC1C(=O)N=C2C=CSN21
false
CC1CC2CCCC2C1C
O=C1CN2SC=CC2=N1
154.194
40.474
0.7911
3
0
16
32.67
OC1COS(=O)(=O)CC=C1
O=S1(=O)CC=CC(O)CO1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CCCO1
164.182
34.8856
-0.7365
4
1
18
63.6
NC(=S)N1NC2CC1C=C2
NC(=S)N1NC2C=CC1C2
false
CC(C)C1CC2CCC1C2
C1=CC2CC1NN2
155.226
43.0931
-0.2527
2
2
19
41.29
ClC1=CN(C=C)C(=C1)C#N
C=Cn1cc(Cl)cc1C#N
false
CCC1CC(C)CC1CC
c1cc[nH]c1
152.584
40.544
2.11368
2
0
15
28.72
CC1=C(NC(N)=S)SC=C1
Cc1ccsc1NC(N)=S
false
CC(C)CC1CCCC1C
c1ccsc1
172.278
49.4641
1.71202
2
2
18
38.05
O=S1(=O)CNC2CC2NC1
O=S1(=O)CNC2CC2NC1
true
CC1(C)CCC2CC2CC1
O=S1(=O)CNC2CC2NC1
162.214
37.1182
-1.3501
4
2
20
58.2
C#CCC#CC1=NSN=C1
C#CCC#Cc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
148.19
40.237
0.9129
3
0
14
25.78
CC1CCC2=C(O1)SC=C2
CC1CCc2ccsc2O1
false
CC1CCC2CCCC2C1
c1cc2c(s1)OCCC2
154.234
42.73
2.4616
2
0
20
9.23
NCC1=CC(CC=C)=NS1
C=CCc1cc(CN)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
154.238
43.9064
1.3303
3
1
20
38.91
NC(=O)NCC1=CSC=C1
NC(=O)NCc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
156.21
40.7421
0.9164
2
2
18
55.12
CCC1=NSC(CC)=C1C
CCc1nsc(CC)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
155.266
45.607
2.57632
2
0
23
12.89
O=C1SNC2=C1CCCN2
O=c1s[nH]c2c1CCCN2
false
CC1CCC2CCCCC12
O=c1s[nH]c2c1CCCN2
156.21
41.7504
0.7945
3
2
18
44.89
CCC1CN=C2C=CSN12
CCC1CN=C2C=CSN21
false
CCC1CCC2CCCC12
C1=CC2=NCCN2S1
154.238
44.951
1.6546
3
0
20
15.6
S=C1NCCN1N=CC#N
N#CC=NN1CCNC1=S
false
CCCCC1CCCC1C
S=C1NCCN1
154.198
41.4117
-0.31412
3
1
16
51.42
ClC1=CSC(C#C)=C1C=O
C#Cc1scc(Cl)c1C=O
false
CCC1CCC(C)C1CC
c1ccsc1
170.62
42.6515
2.1953
2
0
13
17.07
CC#CC1CNNC(=S)N1
CC#CC1CNNC(=S)N1
true
CCCC1CCCC(C)C1
S=C1NCCNN1
155.226
44.1101
-0.6394
2
3
19
36.09
OCC1=CSC2=C1NCC2
OCc1csc2c1NCC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CCN2
155.222
42.4355
1.2084
3
2
19
32.26
CCC1=CSC(=O)N1C=N
CCc1csc(=O)n1C=N
false
CCC1CCC(C)C1CC
O=c1[nH]ccs1
156.21
42.1387
0.92737
4
1
18
45.85
CN=CN1SC=C(N)C1=O
CN=Cn1scc(N)c1=O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
157.198
42.8054
-0.0018
5
1
17
60.38
ClC1=CN2NCCNC2=C1
Clc1cc2n(c1)NCCN2
false
CC1CC2CCCCC2C1
c1cc2n(c1)NCCN2
157.604
42.1594
1.1105
3
2
18
28.99
CS(=O)(=O)C1=CC=NOC1
CS(=O)(=O)C1=CC=NOC1
true
CC(C)(C)C1CCCCC1
C1=CCON=C1
161.182
37.3708
-0.0691
4
0
17
55.73
CC1=CSN=C1C=CC=O
Cc1csnc1C=CC=O
false
CCCCC1CCCC1C
c1cnsc1
153.206
41.949
1.66362
3
0
17
29.96
ON1C=CCC=CNC1=S
ON1C=CCC=CNC1=S
true
CC1CCCCCCC1C
S=C1NC=CCC=CN1
156.21
42.2562
0.9832
2
2
18
35.5
O=CCC1=CNC(=S)NC1
O=CCC1=CNC(=S)NC1
true
CCCC1CCC(C)CC1
S=C1NC=CCN1
156.21
42.5004
-0.063
2
2
18
41.13
CCS(=O)(=O)C(O)CC=C
C=CCC(O)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
164.226
40.2816
0.3156
3
1
22
54.37
CCC1=NN(C=C1)C(N)=S
CCc1ccn(C(N)=S)n1
false
CCC1CCC(C(C)C)C1
c1cn[nH]c1
155.226
43.7884
0.5372
3
1
19
43.84
CNCC1NC1S(C)(=O)=O
CNCC1NC1S(C)(=O)=O
true
CCCC1CC1C(C)(C)C
C1CN1
164.23
39.4822
-1.4517
4
2
22
68.11
COC(=C)CCS(O)(=O)=O
C=C(CCS(=O)(=O)O)OC
false
CCC(C)CCC(C)(C)C
166.198
37.1816
0.4244
3
1
20
63.6
CNCC(O)C1=CN=CS1
CNCC(O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
158.226
41.0005
0.3959
4
2
20
45.15
O=S1(=O)NCC1C1CCC1
O=S1(=O)NCC1C1CCC1
true
CC1(C)CCC1C1CCC1
O=S1(=O)NCC1C1CCC1
161.226
38.0515
0.0881
2
1
21
46.17
CCCNC(=S)N(O)C=N
CCCNC(=S)N(O)C=N
true
CCCCC(C)C(C)CC
161.23
43.3009
0.56917
3
3
21
59.35
CCN1NCCNS1(=O)=O
CCN1NCCNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)NCCNN1
165.218
37.3052
-1.3391
3
2
21
61.44
NN1CCC2(CC2)NC1=S
NN1CCC2(CC2)NC1=S
true
CC1CCC2(CC2)CC1C
S=C1NCCC2(CC2)N1
157.242
43.2091
-0.0271
2
2
21
41.29
CC1(O)CC=CNS1(=O)=O
CC1(O)CC=CNS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCC=CN1
163.198
36.4363
-0.4683
3
2
19
66.4
NC1=CN=C2OCC2=C1Cl
Nc1cnc2c(c1Cl)CO2
false
CC1CCC2CCC2C1C
c1cnc2c(c1)CO2
156.572
37.9914
1.2096
3
1
15
48.14
OC1C(=N)NC2=C1C=NS2
N=C1Nc2sncc2C1O
false
CC1CC2CCCC2C1C
N=C1Cc2cnsc2N1
155.182
38.4232
0.57927
4
3
15
69
NC(=S)NN1CC1CC=C
C=CCC1CN1NC(N)=S
false
CCCC1CC1CC(C)C
C1CN1
157.242
45.2291
-0.0051
2
2
21
41.06
CC1=CC2=CSC=C2C1N
CC1=Cc2cscc2C1N
false
CC1CC2CCCC2C1C
C1=Cc2cscc2C1
151.234
44.8984
2.1648
2
1
19
26.02
C=C1CCNC(=S)N1C=O
C=C1CCNC(=S)N1C=O
true
CCC1C(C)CCCC1C
C=C1CCNC(=S)N1
156.21
42.2607
0.2367
2
1
18
32.34
CS(=O)(=O)CC(=O)N1CC1
CS(=O)(=O)CC(=O)N1CC1
true
CC(CC(C)(C)C)C1CC1
C1CN1
163.198
36.2908
-1.1268
3
0
19
54.22
NC(CCO)CS(N)(=O)=O
NC(CCO)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
168.218
37.6524
-2.0154
4
3
22
106.41
CC1CCOC2=C1SC=N2
CC1CCOc2ncsc21
false
CC1CCCC2CCCC12
c1nc2c(s1)CCCO2
155.222
40.641
2.0291
3
0
19
22.12
NS(=O)(=O)CC#CC1CC1
NS(=O)(=O)CC#CC1CC1
true
CC(C)(C)CCCC1CC1
C1CC1
159.21
38.4742
-0.3117
2
1
19
60.16
CC1CC1(CN)S(O)(=O)=O
CC1CC1(CN)S(=O)(=O)O
false
CCC1(C(C)(C)C)CC1C
C1CC1
165.214
37.115
-0.3885
3
2
21
80.39
CN1CCC2=C1NC(=O)S2
CN1CCc2sc(=O)[nH]c21
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c(s1)CCN2
156.21
41.9137
0.4287
3
1
18
36.1
CCC1=COS(=O)(=O)CO1
CCC1=COS(=O)(=O)CO1
true
CCC1CCC(C)(C)CC1
O=S1(=O)COC=CO1
164.182
34.3308
0.5719
4
0
18
52.6
CCNC1CN(N)S1(=O)=O
CCNC1CN(N)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
165.218
37.2779
-1.5589
4
2
21
75.43
CN1C(SC(C)=C1C)=NN
Cc1sc(=NN)n(C)c1C
false
CCC1CC(C)C(C)C1C
N=c1[nH]ccs1
157.242
42.5144
0.47784
4
1
21
43.31
CCC(O)CC1=NN=CS1
CCC(O)Cc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
158.226
39.9108
0.8515
4
1
20
46.01
O=C1SC2=C(S1)C1CC2C1
O=c1sc2c(s1)C1CC2C1
false
CC1CC2C3CC(C3)C2C1
O=c1sc2c(s1)C1CC2C1
170.258
43.182
2.1444
3
0
16
17.07
CCCCOCS(O)(=O)=O
CCCCOCS(=O)(=O)O
false
CCCCCCC(C)(C)C
168.214
37.2756
0.6484
3
1
22
63.6
CN1C(=S)NCC=C1C#N
CN1C(=S)NCC=C1C#N
true
CCC1CCCC(C)C1C
S=C1NC=CCN1
153.21
42.0597
0.21378
2
1
17
39.06
CC=CON1SC=NC1=N
CC=COn1scnc1=N
false
CCCCC1CCCC1C
N=c1ncs[nH]1
157.198
37.3527
0.38627
5
1
17
50.9
CC1=C(C=C(N)S1)C1CC1
Cc1sc(N)cc1C1CC1
false
CC1CC(C)C(C2CC2)C1
c1cc(C2CC2)cs1
153.25
45.4434
2.51612
2
1
21
26.02
CN1C(C#N)C(=N)NC1=S
CN1C(=S)NC(=N)C1C#N
false
CCC1C(C)CC(C)C1C
N=C1CNC(=S)N1
154.198
40.6244
-0.32425
3
2
16
62.91
CCC(CO)=CNC(N)=S
CCC(=CNC(N)=S)CO
false
CCC(CC)CCC(C)C
160.242
45.3809
0.1058
2
3
22
58.28
OCC1C(CS1(=O)=O)C#N
N#CC1CS(=O)(=O)C1CO
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
161.182
33.7636
-1.08452
4
1
17
78.16
CN1C(=O)C2CN2S1(=O)=O
CN1C(=O)C2CN2S1(=O)=O
true
CC1C2CC2C(C)(C)C1C
O=C1NS(=O)(=O)N2CC12
162.17
32.1838
-1.6126
3
0
16
57.46
NC(=O)C1=C(C=C)C=NS1
C=Cc1cnsc1C(N)=O
false
CCC1CCCC1C(C)C
c1cnsc1
154.194
40.7229
0.885
3
1
16
55.98
CNC(=S)N1CC1CC=O
CNC(=S)N1CC1CC=O
true
CCCC1CC1C(C)CC
C1CN1
158.226
42.8327
-0.2361
2
1
20
32.11
CC1=NC2=C(OC(O)=C2)S1
Cc1nc2cc(O)oc2s1
false
CC1CC2CC(C)CC2C1
c1cc2ncsc2o1
155.178
38.2878
1.90332
4
1
15
46.26
NCC1=CSN(C=O)C1=N
N=c1c(CN)csn1C=O
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
157.198
38.2036
-0.47393
5
2
17
71.87
O=CC1NC1C1=CC=CS1
O=CC1NC1c1cccs1
false
CCC1CC1C1CCCC1
c1csc(C2CN2)c1
153.206
40.0477
0.9599
3
1
17
39.01
CCCCC(=O)S(N)(=O)=O
CCCCC(=O)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
37.6392
-0.0083
3
1
21
77.23
CC1=CN=C(C)C(O)=C1Cl
Cc1cnc(C)c(O)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccncc1
157.6
40.3858
2.05744
2
1
18
33.12
COC1C(C)S(=O)(=O)C1O
COC1C(C)S(=O)(=O)C1O
true
CCC1C(C)C(C)(C)C1C
O=S1(=O)CCC1
166.198
35.1856
-0.8633
4
1
20
63.6
C=C1CCS(=O)(=O)C2NC12
C=C1CCS(=O)(=O)C2NC12
true
CC1CCC(C)(C)C2CC12
C=C1CCS(=O)(=O)C2NC12
159.21
38.2555
-0.341
3
1
19
56.08
C=CC1CNS(=O)(=O)CN1
C=CC1CNS(=O)(=O)CN1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CNCCN1
162.214
38.9102
-0.9789
3
2
20
58.2
CC(=C)CC1=C(Cl)C=NS1
C=C(C)Cc1sncc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
173.668
45.642
2.9151
2
0
18
12.89
CC1=CCNC2=C1C=CS2
CC1=CCNc2sccc21
false
CC1CCCC2CCCC12
C1=Cc2ccsc2NC1
151.234
46.4597
2.5769
2
1
19
12.03
OCC#CCC1=CN=NS1
OCC#CCc1cnns1
false
CCCCCC1CCCC1
c1csnn1
154.194
38.4748
0.0763
4
1
16
46.01
CC1=C(COC=C)SC=N1
C=COCc1scnc1C
false
CCCCC1CCCC1C
c1cscn1
155.222
41.837
2.11162
3
0
19
22.12
NC(C#C)C1=NSC(O)=C1
C#CC(N)c1cc(O)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
154.194
39.5402
0.4817
4
2
16
59.14
CC1=C(Cl)C(=N)N(S1)C=C
C=Cn1sc(C)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
174.656
44.2977
2.09139
3
1
17
28.78
NS(=O)(=O)C=C(C=C)C=C
C=CC(C=C)=CS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
159.21
41.5842
0.5308
2
1
19
60.16
O=CCCNC1=NSC=C1
O=CCCNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
156.21
41.2847
1.144
4
1
18
41.99