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
NN=CC(=C)C1=CN=CS1
C=C(C=NN)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
153.21
43.8274
1.1008
4
1
17
51.27
C1CNC(C1)C1=NSC=N1
c1nc(C2CCCN2)ns1
false
C1CCC(C2CCCC2)C1
c1nc(C2CCCN2)ns1
155.226
39.8867
0.9626
4
1
19
37.81
CC1=COC=C1S(C)(=O)=O
Cc1cocc1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1ccoc1
160.194
36.5548
0.99152
3
0
18
47.28
CCC#CC1=C(N)C=NS1
CCC#Cc1sncc1N
false
CCCCC1CCCC1C
c1cnsc1
152.222
43.6954
1.4868
3
1
18
38.91
CC1=NN(C=C)C(=S)NO1
C=CN1N=C(C)ONC1=S
false
CCC1CC(C)CCC1C
S=C1NN=CON1
157.198
41.9637
0.585
3
1
17
36.86
OC(CC=C)C1=CSN=N1
C=CCC(O)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
156.21
39.6828
1.1476
4
1
18
46.01
CCC12CC(C1)S(=O)(=O)C2
CCC12CC(C1)S(=O)(=O)C2
true
CCC12CC(C1)C(C)(C)C2
O=S1(=O)CC2CC1C2
160.238
39.5328
0.9736
2
0
22
34.14
CC1=CS(=O)(=O)NC=NC1
CC1=CS(=O)(=O)NC=NC1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=CCN=CN1
160.198
39.1715
-0.1485
3
1
18
58.53
CCON1C2CC2NC1=S
CCON1C(=S)NC2CC21
false
CCCC1C(C)CC2CC21
S=C1NC2CC2N1
158.226
41.3917
0.2689
2
1
20
24.5
C#CC1=C2C=CNC2=NS1
C#Cc1snc2[nH]ccc12
false
CCC1CCC2CCCC12
c1cc2csnc2[nH]1
148.19
41.9057
1.6057
2
1
14
28.68
CCC1=CSC(CC)=C1C
CCc1csc(CC)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
154.278
47.812
3.18132
1
0
24
0
ClC1=CON=C1CN1CC1
Clc1conc1CN1CC1
false
CC1CCCC1CC1CC1
c1cc(CN2CC2)no1
158.588
36.79
1.1436
3
0
17
29.04
O=CN1CCC2=C1SN=C2
O=CN1CCc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1CCN2
154.194
39.228
0.662
3
0
16
33.2
CCC1=NSN=C1C1CO1
CCc1nsnc1C1CO1
false
CCC1CCCC1C1CC1
c1nsnc1C1CO1
156.21
37.98
1.1718
4
0
18
38.31
CCC(C#C)C1=CSN=C1
C#CC(CC)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
151.234
43.979
2.2699
2
0
19
12.89
CC(N=CN)S(=O)(=O)C#N
CC(N=CN)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
161.186
36.6742
-0.78472
4
1
17
96.31
OCCNS(=O)(=O)CC#C
C#CCS(=O)(=O)NCCO
false
CCCCC(C)(C)CCC
163.198
37.7083
-1.4687
3
2
19
66.4
CCC1NC(=S)N(O)C1C
CCC1NC(=S)N(O)C1C
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
160.242
42.9002
0.7328
2
2
22
35.5
CN1CC1C1=NSC(C)=N1
Cc1nc(C2CN2C)ns1
false
CC1CCC(C2CC2C)C1
c1nc(C2CN2)ns1
155.226
40.017
0.83302
4
0
19
28.79
CC1CCN=C2N=CSN12
CC1CCN=C2N=CSN21
false
CC1CCCC2CCCC12
C1=NC2=NCCCN2S1
155.226
44.303
1.1267
4
0
19
27.96
CN(N=CCC=C)C(N)=S
C=CCC=NN(C)C(N)=S
false
CCCCCC(C)C(C)C
157.242
47.8544
0.7237
2
1
21
41.62
CC#CC1CC(O)S1(=O)=O
CC#CC1CC(O)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCC1
160.194
36.7816
-0.4848
3
1
18
54.37
CC1=CCC2=C(Cl)C=CN12
CC1=CCc2c(Cl)ccn21
false
CC1CCC2C(C)CCC12
C1=Cn2cccc2C1
153.612
43.093
2.5584
1
0
18
4.93
CC1=CN=C(S1)N=CNO
Cc1cnc(N=CNO)s1
false
CCCCC1CCC(C)C1
c1cscn1
157.198
39.9252
1.09012
4
2
17
57.51
N#CCNCC1=CN=CS1
N#CCNCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
153.21
39.4337
0.75628
4
1
17
48.71
CNC1=C(CCO)C=CS1
CNc1sccc1CCO
false
CCCC1CCCC1CC
c1ccsc1
157.238
44.6555
1.3246
3
2
21
32.26
CC(=C)CC1=CSC(O)=C1
C=C(C)Cc1csc(O)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
154.234
44.5018
2.5723
2
1
20
20.23
CC1(CNC1)C1=NC=CS1
CC1(c2nccs2)CNC1
false
CC1(C2CCCC2)CCC1
c1csc(C2CNC2)n1
154.238
42.3357
1.004
3
1
20
24.92
CCC1=C(Cl)C(C)=C(C)N1
CCc1[nH]c(C)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.644
44.6547
2.84734
0
1
22
15.79
COCC=CC1=CSC=C1
COCC=Cc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
154.234
45.229
2.4077
2
0
20
9.23
CC=COC1=CSC(O)=C1
CC=COc1csc(O)c1
false
CCCCC1CCC(C)C1
c1ccsc1
156.206
41.4258
2.3661
3
1
18
29.46
OC1C2CCOS(=O)(=O)C12
O=S1(=O)OCCC2C(O)C21
false
CC1C2CCCC(C)(C)C12
O=S1(=O)OCCC2CC21
164.182
32.7736
-0.9042
4
1
18
63.6
CC1=CC(Cl)=C2CCC2=C1
Cc1cc(Cl)c2c(c1)CC2
false
CC1CC(C)C2CCC2C1
c1ccc2c(c1)CC2
152.624
43.597
2.74702
0
0
19
0
CCS(=O)(=O)C(=C)CCO
C=C(CCO)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
164.226
40.3036
0.3172
3
1
22
54.37
NC(=S)N1CC=CCC=C1
NC(=S)N1C=CCC=CC1
false
CC(C)C1CCCCCC1
C1=CCNC=CC1
154.238
46.3884
1.0056
1
1
20
29.26
CC(=C)N(O)C(=S)NC=N
C=C(C)N(O)C(=S)NC=N
false
CCCC(C)C(C)C(C)C
159.214
42.9569
0.69277
3
3
19
59.35
CN1CC2(CN2)S(=O)(=O)N1
CN1CC2(CN2)S(=O)(=O)N1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)NNCC12CN2
163.202
35.4192
-1.9343
4
2
19
71.35
NNC1=NOC(C=C)=C1Cl
C=Cc1onc(NN)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
159.576
39.4141
1.2566
4
2
16
64.08
CNC(=S)N1N=CCC1=C
C=C1CC=NN1C(=S)NC
false
CCC(C)C1CCCC1C
C=C1CC=NN1
155.226
45.7457
0.6959
2
1
19
27.63
CC1(C)CC(=C)S(=O)(=O)C1
C=C1CC(C)(C)CS1(=O)=O
false
CC1CC(C)(C)CC1(C)C
C=C1CCCS1(=O)=O
160.238
41.3248
1.3448
2
0
22
34.14
CC1(C)CC(C)(O)S1(=O)=O
CC1(C)CC(C)(O)S1(=O)=O
true
CC1(C)CC(C)(C)C1(C)C
O=S1(=O)CCC1
164.226
38.2396
0.292
3
1
22
54.37
CC(N)C1=C(Cl)C(O)=CN1
CC(N)c1[nH]cc(O)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
160.604
40.0699
1.3934
2
3
19
62.04
CCC1=C(NC)C(Cl)=CS1
CCc1scc(Cl)c1NC
false
CCC1CCC(C)C1CC
c1ccsc1
175.684
48.2537
3.0056
2
1
20
12.03
CCCC(N)C1=CN=CS1
CCCC(N)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
156.254
43.9504
1.943
3
1
22
38.91
C1NN=CC1C1=CSC=C1
C1=NNCC1c1ccsc1
false
C1CCC(C2CCCC2)C1
C1=NNCC1c1ccsc1
152.222
43.5547
1.4207
3
1
18
24.39
CCC1=CS(=O)(=O)N=C1C
CCC1=CS(=O)(=O)N=C1C
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CC=N1
159.21
40.4028
1.0846
2
0
19
46.5
CC1=CSC(CO)=C1C#C
C#Cc1c(C)csc1CO
false
CCC1CCC(C)C1CC
c1ccsc1
152.218
42.9138
1.53012
2
1
18
20.23
NC1COCC2=C1SN=N2
NC1COCc2nnsc21
false
CC1CCCC2CCCC12
C1Cc2snnc2CO1
157.198
36.4934
0.0681
5
1
17
61.03
CC12NC1C1NC1S2(=O)=O
CC12NC1C1NC1S2(=O)=O
true
CC1(C)C2CC2C2CC21C
O=S1(=O)C2NC2C2NC21
160.198
34.9602
-1.5993
4
2
18
78.02
CC1=COS(=O)(=O)C2CC12
CC1=COS(=O)(=O)C2CC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)OC=CC2CC21
160.194
35.6568
0.6387
3
0
18
43.37
ClC1=CNC(C=CC#N)=C1
N#CC=Cc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
152.584
40.4497
2.20488
1
1
15
39.58
CC1CC2CNC(=S)N2N1
CC1CC2CNC(=S)N2N1
true
CC1CC2CCC(C)C2C1
S=C1NCC2CCNN12
157.242
43.4424
-0.1581
2
2
21
27.3
CC#CC1=CSC=C1C#N
CC#Cc1cscc1C#N
false
CCCC1CCCC1CC
c1ccsc1
147.202
41.586
1.99118
2
0
15
23.79
O=C1CCC1C1=CN=CS1
O=C1CCC1c1cncs1
false
CC1CCC1C1CCCC1
O=C1CCC1c1cncs1
153.206
39.096
1.5896
3
0
17
29.96
CCC1C2OC2CS1(=O)=O
CCC1C2OC2CS1(=O)=O
true
CCC1C2CC2CC1(C)C
O=S1(=O)CC2OC2C1
162.21
36.5268
-0.0392
3
0
20
46.67
ClC1=C(OC=C1)C=CC#N
N#CC=Cc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
153.568
38.365
2.46978
2
0
14
36.93
CC(=C)ON1SC(=N)N=C1
C=C(C)On1cnc(=N)s1
false
CC(C)CC1CCC(C)C1
N=c1nc[nH]s1
157.198
37.3527
0.38627
5
1
17
50.9
CN1SN=C(CC#N)C1=N
Cn1snc(CC#N)c1=N
false
CCCC1CCC(C)C1C
N=c1cns[nH]1
154.198
36.2567
0.02715
5
1
16
65.46
CCOC1=NSC(=C1)C#C
C#Cc1cc(OCC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
153.206
41.218
1.5231
3
0
17
22.12
CC(C)(C)OC1=CN=NS1
CC(C)(C)Oc1cnns1
false
CC(C)(C)CC1CCCC1
c1csnn1
158.226
40.29
1.7154
4
0
20
35.01
CC(C)CC1=CC(=O)SN1
CC(C)Cc1cc(=O)s[nH]1
false
CC(C)CC1CCC(C)C1
O=c1cc[nH]s1
157.238
43.4817
1.6349
2
1
21
32.86
OCC1C(OS1(=O)=O)C=C
C=CC1OS(=O)(=O)C1CO
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCO1
164.182
34.8636
-0.7381
4
1
18
63.6
NC1=C(Cl)C=C(O)C=C1Cl
Nc1c(Cl)cc(O)cc1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
178.018
42.5392
2.2812
2
2
15
46.25
CN1CC(=C)CNC(=S)N1
C=C1CNC(=S)NN(C)C1
false
CC1CCC(C)CC(C)C1
C=C1CNNC(=S)NC1
157.242
45.5064
-0.1329
2
2
21
27.3
CN1C=C(O)C(Cl)=C1CN
Cn1cc(O)c(Cl)c1CN
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
39.9792
0.8428
3
2
19
51.18
CCN1C=C(Cl)C=C1NC
CCn1cc(Cl)cc1NC
false
CCC1CC(C)CC1CC
c1cc[nH]c1
158.632
44.6627
2.2031
2
1
21
16.96
CCN1NCCCS1(=O)=O
CCN1NCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCNN1
164.23
38.7865
-0.4536
3
1
22
49.41
O=C1CN=CNS(=O)(=O)C1
O=C1CN=CNS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=C1CN=CNS(=O)(=O)C1
162.17
35.2885
-1.4832
4
1
16
75.6
C=CC1C2CS(=O)(=O)OC12
C=CC1C2CS(=O)(=O)OC12
true
CCC1C2CC(C)(C)CC12
O=S1(=O)CC2CC2O1
160.194
35.8368
0.147
3
0
18
43.37
CC(C)C1=CC(CN)=NS1
CC(C)c1cc(CN)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
156.254
44.0944
1.7252
3
1
22
38.91
CC1C(C)S(=O)(=O)CN1C
CC1C(C)S(=O)(=O)CN1C
true
CC1CC(C)(C)C(C)C1C
O=S1(=O)CCNC1
163.242
40.4738
0.0811
3
0
23
37.38
ClC1=CN2CCC(=O)C2=C1
O=C1CCn2cc(Cl)cc21
false
CC1CC2CCC(C)C2C1
O=C1CCn2cccc21
155.584
38.3895
1.7279
2
0
16
22
CS(=O)(=O)C1ON=CC=C1
CS(=O)(=O)C1C=CC=NO1
false
CC(C)(C)C1CCCCC1
C1=CCON=C1
161.182
37.3488
-0.0707
4
0
17
55.73
OCCC(O)C1=CC=CS1
OCCC(O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
158.222
40.9816
1.1639
3
2
20
40.46
C=CN1CC(C#C)S1(=O)=O
C#CC1CN(C=C)S1(=O)=O
false
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
157.194
38.4438
-0.2229
2
0
17
37.38
CNNC(=S)NC1(C)CC1
CNNC(=S)NC1(C)CC1
true
CCCC(C)CC1(C)CC1
C1CC1
159.258
45.5681
0.1374
2
3
23
36.09
COC(NC(N)=S)=CC#C
C#CC=C(NC(N)=S)OC
false
CCCC(CC)CC(C)C
156.21
43.8461
-0.0594
2
2
18
47.28
CCCC1=CNC(S1)=NC
CCCc1c[nH]c(=NC)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
156.254
44.1517
1.5592
2
1
22
28.15
CCC(O)S(=O)(=O)CNC
CCC(O)S(=O)(=O)CNC
true
CCCC(C)(C)C(C)CC
167.23
39.1443
-0.6935
4
2
23
66.4
CC1(C)OC=CNS1(=O)=O
CC1(C)OC=CNS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)COC=CN1
163.198
36.3595
0.1433
3
1
19
55.4
CC12CN1CS(=O)(=O)C2O
CC12CN1CS(=O)(=O)C2O
true
CC1C(C)(C)CC2CC21C
O=S1(=O)CC2CN2C1
163.198
34.9046
-1.235
4
1
19
57.38
CC=C(C1CO1)S(C)(=O)=O
CC=C(C1CO1)S(C)(=O)=O
true
CCC(C1CC1)C(C)(C)C
C1CO1
162.21
38.3408
0.3336
3
0
20
46.67
CCC1CC1C1=CSC=N1
CCC1CC1c1cscn1
false
CCC1CC1C1CCCC1
c1nc(C2CC2)cs1
153.25
43.253
2.6566
2
0
21
12.89
CC(C)CS(=O)(=O)NC=N
CC(C)CS(=O)(=O)NC=N
true
CCCC(C)(C)CC(C)C
164.23
40.5442
0.16887
3
2
22
70.02
CC1(C)OCC(=C)S1(=O)=O
C=C1COC(C)(C)S1(=O)=O
false
CC1CCC(C)(C)C1(C)C
C=C1COCS1(=O)=O
162.21
38.0908
0.6812
3
0
20
43.37
CC1C(C)C2=C(Cl)C=NN12
CC1c2c(Cl)cnn2C1C
false
CC1CCC2C(C)C(C)C12
c1cc2n(n1)CC2
156.616
40.363
2.2146
2
0
19
17.82
CC1=COC2=C1SC(O)=C2
Cc1coc2cc(O)sc12
false
CC1CC2CCC(C)C2C1
c1cc2sccc2o1
154.19
40.4928
2.50832
3
1
16
33.37
OCC1CC1C1=CC=NS1
OCC1CC1c1ccns1
false
CCC1CC1C1CCCC1
c1cc(C2CC2)sn1
155.222
40.0478
1.2389
3
1
19
33.12
OCC1=CSN=C1OC=C
C=COc1nscc1CO
false
CCCC1CCCC1CC
c1cnsc1
157.194
38.8618
1.1577
4
1
17
42.35
OCC1=CSC(C#C)=C1O
C#Cc1scc(CO)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
154.19
39.8416
0.9273
3
2
16
40.46
CC1=CSC(OC=C)=C1Cl
C=COc1scc(C)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
174.652
44.891
3.23222
2
0
17
9.23
CC(=N)NC1=CNSC1=O
CC(=N)Nc1c[nH]sc1=O
false
CC(C)CC1CCCC1C
O=c1cc[nH]s1
157.198
41.9631
0.84547
3
3
17
68.74
CC(N)C1=CC(N)=C(O)S1
CC(N)c1cc(N)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
158.226
42.9986
1.0556
4
3
20
72.27
C=C1NC(=S)NN=C1C#C
C#CC1=NNC(=S)NC1=C
false
CCC1CCC(C)CC1C
C=C1C=NNC(=S)N1
151.194
44.2774
-0.033
2
2
15
36.42
NC(=N)C1=CC(C=O)=CS1
N=C(N)c1cc(C=O)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
154.194
40.7226
0.84467
3
2
16
66.94
CC12CC(O1)C=CS2(=O)=O
CC12CC(C=CS1(=O)=O)O2
false
CC1(C)CCC2CC1(C)C2
O=S1(=O)C=CC2CC1O2
160.194
35.9548
0.4336
3
0
18
43.37
ClC1=CN2C(=O)CC2=C1Cl
O=C1Cc2c(Cl)c(Cl)cn21
false
CC1CC2C(C)CC2C1C
O=C1Cc2cccn21
176.002
38.7825
1.9912
2
0
13
22
CN1SC=C(C=NO)C1=N
Cn1scc(C=NO)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
157.198
38.5252
0.37417
5
2
17
61.37
CC(CN(C)C)S(C)(=O)=O
CC(CN(C)C)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
165.258
42.8598
-0.0189
3
0
25
37.38
CCNC(=S)N1CC1(C)C
CCNC(=S)N1CC1(C)C
true
CCCC(C)C1CC1(C)C
C1CN1
158.27
47.0597
0.975
1
1
24
15.04