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
COCCN1SC(=O)C=C1
COCCn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
159.21
40.455
0.5562
4
0
19
31.23
CNC(C#N)C1=CN=CS1
CNC(C#N)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
153.21
39.5277
0.92718
4
1
17
48.71
S=C1NC=NCC(N1)C#C
C#CC1CN=CNC(=S)N1
false
CCC1CCCCC(C)C1
S=C1NC=NCCN1
153.21
44.8494
-0.5058
2
2
17
36.42
O=C1NN=C(S1)C1CCN1
O=c1[nH]nc(C2CCN2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]nc(C2CCN2)s1
157.198
38.0954
-0.1342
4
2
17
57.78
CNCCNC(=S)NC=C
C=CNC(=S)NCCNC
false
CCCCCC(C)CCC
159.258
47.8601
-0.1866
2
3
23
36.09
CC#CC1=NSC(=C1)C#C
C#Cc1cc(C#CC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
147.202
42.601
1.4958
2
0
15
12.89
ON1SC=CC1=NN1CC1
On1sccc1=NN1CC1
false
CC1CCCC1CC1CC1
c1cc(=NN2CC2)[nH]s1
157.198
36.6295
-0.0818
5
1
17
40.53
CNS(=O)(=O)CC1(O)CC1
CNS(=O)(=O)CC1(O)CC1
true
CCC(C)(C)CC1(C)CC1
C1CC1
165.214
37.0303
-0.9395
3
2
21
66.4
OS(=O)(=O)CC1=NN=CC1
O=S(=O)(O)CC1=NN=CC1
false
CC(C)(C)CC1CCCC1
C1=NN=CC1
162.17
36.9596
-0.2953
4
1
16
79.09
CC1(C)CC2=C(O1)N=NS2
CC1(C)Cc2snnc2O1
false
CC1(C)CC2CCCC2C1
C1Cc2snnc2O1
156.21
38.32
1.2516
4
0
18
35.01
CCCCOC1=NN=NS1
CCCCOc1nnns1
false
CCCCCC1CCCC1
c1nnns1
159.214
38.107
1.112
5
0
19
47.9
NC(C#C)C1=C(N)C=NS1
C#CC(N)c1sncc1N
false
CCC(C)C1CCCC1C
c1cnsc1
153.21
42.2878
0.3583
4
2
17
64.93
CN1C=C2NC(=O)SC2=C1
Cn1cc2[nH]c(=O)sc2c1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c[nH]cc2s1
154.194
41.4167
0.9281
3
1
16
37.79
CCC1=C(N)C(Cl)=CN1O
CCc1c(N)c(Cl)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.4169
1.5234
3
2
19
51.18
O=S1(=O)C=CN=C1N1CC1
O=S1(=O)C=CN=C1N1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)C=CN=C1N1CC1
158.182
37.0678
-0.4424
4
0
16
49.51
NC(=S)NN=CCC1CO1
NC(=S)NN=CCC1CO1
true
CC(C)CCCCC1CC1
C1CO1
159.214
42.7701
-0.4057
3
2
19
62.94
CC1=NC(C#C)=C(S1)C#N
C#Cc1nc(C)sc1C#N
false
CCC1CC(C)CC1CC
c1cscn1
148.19
39.501
1.3045
3
0
14
36.68
CC=CC1=CC(Cl)=C(N)S1
CC=Cc1cc(Cl)c(N)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
173.668
48.4494
3.0168
2
1
18
26.02
C=CC=CCC1=NC=NS1
C=CC=CCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
152.222
42.95
1.8228
3
0
18
25.78
CNCC1=CS(=O)(=O)C=N1
CNCC1=CS(=O)(=O)C=N1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CN=C1
160.198
39.4215
-0.4961
4
1
18
58.53
NC1=CSC2=C1C(=C)CN2
C=C1CNc2scc(N)c21
false
CC1CCC2CCC(C)C12
C=C1CNc2sccc21
152.222
46.2551
1.769
3
2
18
38.05
NN(CC#C)S(=O)(=O)C=C
C#CCN(N)S(=O)(=O)C=C
false
CCCC(C)C(C)(C)CC
160.198
38.8432
-0.7314
3
1
18
63.4
O=CCC1=CCS(=O)(=O)C1
O=CCC1=CCS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CC1
160.194
37.4178
-0.0698
3
0
18
51.21
COC1=C2NCC2=C(N)S1
COc1sc(N)c2c1NC2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
156.21
42.6101
1.2644
4
2
18
47.28
CCN(C)C1=C(C)SN=N1
CCN(C)c1nnsc1C
false
CCC(C)C1CCCC1C
c1csnn1
157.242
43.59
1.30262
4
0
21
29.02
NC1=C(Cl)C(=O)C=NN=C1
Nc1cnncc(=O)c1Cl
false
CC1CCCCC(C)C1C
O=c1cccnnc1
157.56
37.7244
0.0724
4
1
14
68.87
O=S1(=O)NN=C2C=CCC12
O=S1(=O)NN=C2C=CCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NN=C2C=CCC21
158.182
37.0355
-0.3961
3
1
16
58.53
CCCON1SC(=N)N=C1
CCCOn1cnc(=N)s1
false
CCCCC1CCC(C)C1
N=c1nc[nH]s1
159.214
37.6967
0.26267
5
1
19
50.9
[O-][N+](=O)C1=NN=C(S1)C=C
C=Cc1nnc([N+](=O)[O-])s1
false
CCC1CCC(C(C)C)C1
c1nncs1
157.154
36.6544
1.0893
5
0
13
68.92
CC=CC(=O)S(=O)(=O)C#C
C#CS(=O)(=O)C(=O)C=CC
false
CCCC(C)C(C)(C)CC
158.178
37.5738
0.0946
3
0
16
51.21
O=S1(=O)C=CN=C1C1CO1
O=S1(=O)C=CN=C1C1CO1
true
CC1(C)CCCC1C1CC1
O=S1(=O)C=CN=C1C1CO1
159.166
35.2348
-0.3167
4
0
15
59.03
CN1CCC1C1=NSC=C1
CN1CCC1c1ccsn1
false
CC1CCC1C1CCCC1
c1cc(C2CCN2)ns1
154.238
42.102
1.5197
3
0
20
16.13
O=C1CCNN=CS1(=O)=O
O=C1CCNN=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1CCNN=CS1(=O)=O
162.17
35.0385
-1.1356
5
1
16
75.6
CCC1=C2SC=CN2N=N1
CCc1nnn2ccsc12
false
CCC1CCC2CCCC12
c1cn2nncc2s1
153.21
40.242
1.3532
4
0
17
30.19
CC1NC2(C)CC2S1(=O)=O
CC1NC2(C)CC2S1(=O)=O
true
CC1CC2(C)CC2C1(C)C
O=S1(=O)CNC2CC21
161.226
38.3275
-0.1186
3
1
21
46.17
OC1CC(=C)OCS1(=O)=O
C=C1CC(O)S(=O)(=O)CO1
false
CC1CCC(C)(C)C(C)C1
C=C1CCS(=O)(=O)CO1
164.182
34.6356
-0.3889
4
1
18
63.6
NC1(CC1)C1=CNC(=O)S1
NC1(c2c[nH]c(=O)s2)CC1
false
CC1CCC(C2(C)CC2)C1
O=c1[nH]cc(C2CC2)s1
156.21
40.0391
0.3842
3
2
18
58.88
CC1=C(O)C(=NS1)[N+]([O-])=O
Cc1snc([N+](=O)[O-])c1O
false
CC(C)C1CCC(C)C1C
c1cnsc1
160.154
35.1702
1.06532
5
1
14
76.26
CC1C(O)CN(N)S1(=O)=O
CC1C(O)CN(N)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CCCN1
166.202
35.282
-1.7451
4
2
20
83.63
CON=C1OC(C)=C(C)S1
CON=c1oc(C)c(C)s1
false
CCCC1CC(C)C(C)C1
N=c1occs1
159.21
38.631
1.42004
4
0
19
34.73
NC1=C(NSC1=O)N1CC1
Nc1c(N2CC2)[nH]sc1=O
false
CC1CCC(C2CC2)C1C
O=c1cc(N2CC2)[nH]s1
157.198
41.5651
-0.1614
4
2
17
61.89
CC1=NC(C)=C(S1)[N+]([O-])=O
Cc1nc(C)c([N+](=O)[O-])s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
158.182
38.2424
1.66814
4
0
16
56.03
C=C1NS(=O)(=O)C=C1C#C
C#CC1=CS(=O)(=O)NC1=C
false
CCC1CC(C)(C)CC1C
C=C1C=CS(=O)(=O)N1
155.178
38.1115
-0.0498
2
1
15
46.17
CON1C=C(Cl)C(C)=C1O
COn1cc(Cl)c(C)c1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
161.588
38.3478
1.21392
3
1
18
34.39
C1C2CN=C3SC=CN3C12
C1=CN2C(=NCC3CC32)S1
false
C1CC2CCC3CC3C2C1
C1=CN2C(=NCC3CC32)S1
152.222
42.767
1.2645
3
0
18
15.6
C1C2N1CCC1=C2C=NS1
c1nsc2c1C1CN1CC2
false
C1CC2CCC3CC3C2C1
c1nsc2c1C1CN1CC2
152.222
40.132
1.0559
3
0
18
15.9
OC1=CC(=NS1)C1COC1
Oc1cc(C2COC2)ns1
false
CC1CCC(C2CCC2)C1
c1cc(C2COC2)ns1
157.194
37.3388
0.9625
4
1
17
42.35
O=C1CC2NCC1S2(=O)=O
O=C1CC2NCC1S2(=O)=O
true
CC1CC2CCC1C2(C)C
O=C1CC2NCC1S2(=O)=O
161.182
34.1225
-1.3281
4
1
17
63.24
CC1=C2N=CSN2C=C1N
Cc1c(N)cn2scnc12
false
CC1CC2CCCC2C1C
c1cc2ncsn2c1
153.21
42.2184
1.28642
4
1
17
43.32
COC(C)C1=CN=C(N)S1
COC(C)c1cnc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
158.226
41.9504
1.4327
4
1
20
48.14
COC1=C(C=C)C(C)=CS1
C=Cc1c(C)csc1OC
false
CCC1CCC(C)C1CC
c1ccsc1
154.234
45.699
2.70812
2
0
20
9.23
OC1=C2NC(=N)SC2=CN1
N=c1[nH]c2c(O)[nH]cc2s1
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c[nH]cc2s1
155.182
38.0459
0.74257
3
4
15
75.66
O=S1(=O)CCC2CC2ON1
O=S1(=O)CCC2CC2ON1
true
CC1(C)CCC2CC2CC1
O=S1(=O)CCC2CC2ON1
163.198
34.5195
-0.3704
3
1
19
55.4
CN1C=CS(=O)(=O)C11CC1
CN1C=CS(=O)(=O)C12CC2
false
CC1CCC(C)(C)C12CC2
O=S1(=O)C=CNC12CC2
159.21
37.7878
0.3079
3
0
19
37.38
O=C1NSC(CC2CO2)=C1
O=c1cc(CC2CO2)s[nH]1
false
CC1CCC(CC2CC2)C1
O=c1cc(CC2CO2)s[nH]1
157.194
38.3837
0.3777
3
1
17
45.39
CCCS(=O)(=O)C(=O)CC
CCCS(=O)(=O)C(=O)CC
true
CCCC(C)(C)C(C)CC
164.226
39.3758
0.7478
3
0
22
51.21
C#CCC1=C2CNC2=CS1
C#CCc1scc2c1CN2
false
CCCC1CCC2CCC12
c1scc2c1CN2
149.218
44.1827
1.8493
2
1
17
12.03
CON(C1CNC1)C(N)=S
CON(C(N)=S)C1CNC1
false
CCC(C(C)C)C1CCC1
C1CNC1
161.23
42.2911
-0.9348
3
2
21
50.52
NS(=O)(=O)C1OC=CC=C1
NS(=O)(=O)C1C=CC=CO1
false
CC(C)(C)C1CCCCC1
C1=CCOC=C1
161.182
36.2602
-0.2989
3
1
17
69.39
OC1COCS(=O)(=O)C=C1
O=S1(=O)C=CC(O)COC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCCOC1
164.182
34.8856
-0.7365
4
1
18
63.6
CCC1C(O)CN1C(N)=S
CCC1C(O)CN1C(N)=S
true
CCC1C(C)CC1C(C)C
C1CNC1
160.242
43.5772
-0.3149
2
2
22
49.49
CN1C=C(O)C(Cl)=C1C=C
C=Cc1c(Cl)c(O)cn1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
157.6
42.1788
2.0271
2
1
18
25.16
NCC1C2CCS(=O)(=O)N12
NCC1C2CCS(=O)(=O)N12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)CCC2CN21
162.214
36.8732
-1.2686
3
1
20
63.17
CON1SC(N)=CC1=NC
CN=c1cc(N)sn1OC
false
CCC1CC(C)CC1CC
N=c1ccs[nH]1
159.214
40.7124
-0.2793
5
1
19
52.54
NC1=CSC(C=C)=C1CO
C=Cc1scc(N)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
44.7452
1.4656
3
2
19
46.25
CCNS(=O)(=O)CC(N)=O
CCNS(=O)(=O)CC(N)=O
true
CCCC(C)(C)CC(C)C
166.202
36.6579
-1.589
3
2
20
89.26
NC1=CSC(NCC#C)=C1
C#CCNc1cc(N)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
152.222
46.0541
1.3754
3
2
18
38.05
O=C1C=NOC2=C1C=CS2
O=c1cnoc2sccc12
false
CC1CCCC2CCCC12
O=c1cnoc2sccc12
153.162
38.156
1.2495
4
0
13
43.1
OC1=C(SC(=C1)C#N)C=C
C=Cc1sc(C#N)cc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
151.19
40.7898
1.96838
3
1
15
44.02
CC1=NNC2=CC(Cl)=CN12
Cc1n[nH]c2cc(Cl)cn12
false
CC1CC2CCC(C)C2C1
c1cc2[nH]ncn2c1
155.588
39.2897
1.62422
2
1
16
33.09
CN=C(N)C#CS(C)(=O)=O
CN=C(N)C#CS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
160.198
40.1662
-1.0211
3
1
18
72.52
OC1CC(C1)C1=NC=NS1
OC1CC(c2ncns2)C1
false
CC1CC(C2CCCC2)C1
c1nsc(C2CCC2)n1
156.21
37.8908
0.7764
4
1
18
46.01
CCC1=C(CN)C(N)=CS1
CCc1scc(N)c1CN
false
CCC1CCC(C)C1CC
c1ccsc1
156.254
46.0008
1.3514
3
2
22
52.04
O=C1CC2CCN2S1(=O)=O
O=C1CC2CCN2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=C1CC2CCN2S1(=O)=O
161.182
33.6548
-0.6792
3
0
17
54.45
NS(=O)(=O)NCC=CC=C
C=CC=CCNS(N)(=O)=O
false
CCCCCCC(C)(C)C
162.214
40.4469
-0.4783
2
2
20
72.19
NC=C1C=NN=CS1(=O)=O
NC=C1C=NN=CS1(=O)=O
true
CCC1CCCCC1(C)C
C=C1C=NN=CS1(=O)=O
159.17
38.1742
-0.771
5
1
15
84.88
CON=C1CNS(=O)(=O)C1
CON=C1CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
N=C1CNS(=O)(=O)C1
164.186
36.2335
-1.0782
4
1
18
67.76
NC(=O)CCC1=CSN=C1
NC(=O)CCc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
156.21
39.6294
0.561
3
1
18
55.98
NN1C=C(SC1=O)[N+]([O-])=O
Nn1cc([N+](=O)[O-])sc1=O
false
CC(C)C1CC(C)C(C)C1
O=c1[nH]ccs1
161.142
35.3838
-0.4682
6
1
13
91.16
CCCC1=C(Cl)C(=O)NN1
CCCc1[nH][nH]c(=O)c1Cl
false
CCCC1CCC(C)C1C
O=c1cc[nH][nH]1
160.604
40.4184
1.3089
1
2
19
48.65
O=S1(=O)CC2NCCCC12
O=S1(=O)CC2NCCCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2NCCCC21
161.226
38.5995
-0.4646
3
1
21
46.17
NC(=N)C1=NSC=C1C=C
C=Cc1csnc1C(=N)N
false
CCC1CCCC1C(C)C
c1cnsc1
153.21
43.2211
1.07017
3
2
17
62.76
CC=CC1=NC(=NS1)C#N
CC=Cc1nc(C#N)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
151.194
39.332
1.44288
4
0
15
49.57
CN1N=CC2=C1SC=C2N
Cn1ncc2c(N)csc21
false
CC1CCC2C(C)CCC12
c1cc2cn[nH]c2s1
153.21
43.0034
1.217
4
1
17
43.84
CCONC(=S)N(C)N=C
C=NN(C)C(=S)NOCC
false
CCCCC(C)C(C)CC
161.23
44.6717
0.3598
3
1
21
36.86
COCCC1CS(=O)(=O)N1
COCCC1CS(=O)(=O)N1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCN1
165.214
37.2035
-0.6755
3
1
21
55.4
CCNS(=O)(=O)CCCN
CCNS(=O)(=O)CCCN
true
CCCCC(C)(C)CCC
166.246
41.1349
-0.7255
3
2
24
72.19
CC(C)CC1=CSC=C1N
CC(C)Cc1cscc1N
false
CC(C)CC1CCCC1C
c1ccsc1
155.266
47.2734
2.5288
2
1
23
26.02
NNC(=N)C1=COC=C1Cl
N=C(NN)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
159.576
37.8698
0.72167
3
3
16
75.04
C1C=CCN1C1=CC=CS1
C1=CCN(c2cccs2)C1
false
C1CCC(C2CCCC2)C1
C1=CCN(c2cccs2)C1
151.234
45.672
2.1243
2
0
19
3.24
NC1=C(Cl)C2=C(CCC2)O1
Nc1oc2c(c1Cl)CCC2
false
CC1CC2CCCC2C1C
c1cc2c(o1)CCC2
157.6
40.1554
2.0039
2
1
18
39.16
NCC(=C)S(=O)(=O)NN=C
C=NNS(=O)(=O)C(=C)CN
false
CCCC(C)(C)C(C)CC
163.202
39.7989
-1.0062
4
2
19
84.55
CC1=NNC(S1)=NCC#C
C#CCN=c1[nH]nc(C)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ncs1
153.21
40.4647
0.31352
3
1
17
41.04
CCCC(OC)S(O)(=O)=O
CCCC(OC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
168.214
37.2536
0.6468
3
1
22
63.6
CC1=C(CC#C)SC=C1N
C#CCc1scc(N)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
151.234
46.0054
1.81442
2
1
19
26.02
C=C1NC(=S)NC2CNC12
C=C1NC(=S)NC2CNC12
true
CC1CC(C)C2CCC2C1
C=C1NC(=S)NC2CNC12
155.226
43.5881
-0.6818
2
3
19
36.09
CCC1(C)CS(=O)(=O)CO1
CCC1(C)CS(=O)(=O)CO1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCOC1
164.226
38.4348
0.5576
3
0
22
43.37
NC(=S)N1CC=C(CO)C1
NC(=S)N1CC=C(CO)C1
true
CCC1CCC(C(C)C)C1
C1=CCNC1
158.226
43.5272
-0.5357
2
2
20
49.49
CC1=C(Cl)C(N)=CN1C=O
Cc1c(Cl)c(N)cn1C=O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.588
40.7399
1.07042
3
1
17
48.02
OC1=C2N=CC=CC2=CS1
Oc1scc2cccnc12
false
CC1CCC2CCCCC12
c1cnc2cscc2c1
151.19
41.2848
2.0019
3
1
15
33.12