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=C(NC=O)SC=C1O
Cc1c(O)csc1NC=O
false
CCCC1CCC(C)C1C
c1ccsc1
157.194
40.4075
1.33042
3
2
17
49.33
CC(O)C(CN)S(N)(=O)=O
CC(O)C(CN)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
168.218
37.6304
-2.017
4
3
22
106.41
OCCCC#CS(O)(=O)=O
O=S(=O)(O)C#CCCCO
false
CCCCCCC(C)(C)C
164.182
35.6444
-0.3924
3
2
18
74.6
NC(=S)NC1=C(O)NC=C1
NC(=S)Nc1cc[nH]c1O
false
CC(C)CC1CCCC1C
c1cc[nH]c1
157.198
42.8656
0.3758
2
4
17
74.07
CCC(O)CC1=NC=NS1
CCC(O)Cc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
158.226
39.9108
0.8515
4
1
20
46.01
OCC=CN1SC=CC1=N
N=c1ccsn1C=CCO
false
CCCCC1CCCC1C
N=c1ccs[nH]1
156.21
40.5795
0.49207
4
2
18
49.01
CC=CC1=NN(C)C(=O)S1
CC=Cc1nn(C)c(=O)s1
false
CCCC1CC(C)C(C)C1
O=c1[nH]ncs1
156.21
42.063
0.8749
4
0
18
34.89
CN=CN1C=C(Cl)C=C1N
CN=Cn1cc(Cl)cc1N
false
CCCC1CC(C)CC1C
c1cc[nH]c1
157.604
43.6684
1.2299
3
1
18
43.31
CC1(OC2=NSC=C12)C=O
CC1(C=O)Oc2nscc21
false
CCC1(C)CC2CCCC21
c1snc2c1CO2
155.178
36.158
0.9496
4
0
15
39.19
CCNN=CNS(C)(=O)=O
CCNN=CNS(C)(=O)=O
true
CCCCCCC(C)(C)C
165.218
40.1482
-0.9116
4
2
21
70.56
CC1CC1NC1=CSN=C1
CC1CC1Nc1cnsc1
false
CC1CC1CC1CCCC1
c1nscc1NC1CC1
154.238
43.3057
1.9634
3
1
20
24.92
CC1=C(CN2CC2)C=NS1
Cc1sncc1CN1CC1
false
CC1CCCC1CC1CC1
c1nscc1CN1CC1
154.238
42.128
1.26712
3
0
20
15.9
CC1CN(C)C(=S)N(N)C1
CC1CN(C)C(=S)N(N)C1
true
CC1CC(C)C(C)C(C)C1
S=C1NCCCN1
159.258
45.2854
0.0285
2
1
23
32.5
CC(=O)C1=NSC(C)=C1N
CC(=O)c1nsc(C)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
156.21
41.2679
1.23632
4
1
18
55.98
CC1=CC2=C(S1)C(=N)NC2
Cc1cc2c(s1)C(=N)NC2
false
CC1CC2CCC(C)C2C1
N=C1NCc2ccsc21
152.222
42.7244
1.48509
2
2
18
35.88
ClC1=COC(OCC#C)=C1
C#CCOc1cc(Cl)co1
false
CCCCC1CCC(C)C1
c1ccoc1
156.568
38.046
1.945
2
0
15
22.37
CC1=C(C)C(CCN)=NS1
Cc1snc(CCN)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
156.254
44.3464
1.26114
3
1
22
38.91
NC(CO)=CS(=O)(=O)C=C
C=CS(=O)(=O)C=C(N)CO
false
CCC(C)CC(C)(C)CC
163.198
38.473
-0.6629
4
2
19
80.39
CCOC1=NSC(CC)=N1
CCOc1nsc(CC)n1
false
CCCC1CCC(CC)C1
c1ncsn1
158.226
40.456
1.4992
4
0
20
35.01
C=COC1=CCNS1(=O)=O
C=COC1=CCNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCN1
161.182
36.2875
-0.0791
3
1
17
55.4
OC1=C2CNC1=C(Cl)C=C2
Oc1c2ccc(Cl)c1NC2
false
CC1CCC2CCC1C2C
c1cc2cc(c1)NC2
155.584
40.4435
1.9711
2
2
16
32.26
COC1=C(O)SC=C1C#C
C#Cc1csc(O)c1OC
false
CCC1CCC(C)C1CC
c1ccsc1
154.19
40.4708
1.4436
3
1
16
29.46
CC1OC2=C(SN=C2)C1N
CC1Oc2cnsc2C1N
false
CC1CC2CCCC2C1C
c1nsc2c1OCC2
156.21
39.1324
0.9238
4
1
18
48.14
CC1=C(CCC1)NC(N)=S
CC1=C(NC(N)=S)CCC1
false
CC(C)CC1CCCC1C
C1=CCCC1
156.254
46.4721
1.2775
1
2
22
38.05
CCC=CN(C=N)C(N)=S
CCC=CN(C=N)C(N)=S
true
CCCCC(CC)C(C)C
157.242
46.8391
1.06277
2
2
21
53.11
C#CC1=CC(=NS1)C1CO1
C#Cc1cc(C2CO2)ns1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)ns1
151.19
38.742
1.1957
3
0
15
25.42
C=CC1NCCOS1(=O)=O
C=CC1NCCOS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CNCCO1
163.198
36.8595
-0.5519
4
1
19
55.4
OC1CNC2=CSN=C2C1
OC1CNc2csnc2C1
false
CC1CCC2CCCC2C1
c1snc2c1NCCC2
156.21
40.3145
0.472
4
2
18
45.15
ClC1=CON=C1NC1CC1
Clc1conc1NC1CC1
false
CC1CCCC1CC1CC1
c1cc(NC2CC2)no1
158.588
38.1577
1.9023
3
1
17
38.06
OC(CC1=CSN=C1)C=O
O=CC(O)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
157.194
37.8888
0.2454
4
1
17
50.19
O=S1(=O)C=NC(=C1)N1CC1
O=S1(=O)C=NC(N2CC2)=C1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=NC(N2CC2)=C1
158.182
37.0678
-0.4424
4
0
16
49.51
OCCNCC1=CC=NS1
OCCNCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
158.226
40.9065
0.225
4
2
20
45.15
CCCOC1=NNC=C1Cl
CCCOc1n[nH]cc1Cl
false
CCCCC1CCCC1C
c1cn[nH]c1
160.604
39.3837
1.8519
2
1
19
37.91
CC1NC1C1=NSC(C)=N1
Cc1nc(C2NC2C)ns1
false
CC1CCC(C2CC2C)C1
c1nc(C2CN2)ns1
155.226
39.9847
0.87932
4
1
19
47.72
NC1=NC(=CS1)C(=C)CO
C=C(CO)c1csc(N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
42.6462
0.7308
4
2
18
59.14
COC(=C)C(=C)S(N)(=O)=O
C=C(OC)C(=C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.198
38.3962
-0.0513
3
1
19
69.39
CC(O)C1=C(O)SC=C1C
Cc1csc(O)c1C(C)O
false
CC(C)C1C(C)CCC1C
c1ccsc1
158.222
41.3546
1.81542
3
2
20
40.46
COCC(C)CS(N)(=O)=O
COCC(C)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
167.23
39.0142
-0.4426
3
1
23
69.39
CNC(=S)N1C=CC(Cl)=C1
CNC(=S)n1ccc(Cl)c1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
174.656
46.4977
1.4939
2
1
17
16.96
CC(N)C1(C)CS(=O)(=O)N1
CC(N)C1(C)CS(=O)(=O)N1
true
CC(C)C1(C)CC(C)(C)C1
O=S1(=O)CCN1
164.23
38.9769
-0.9747
3
2
22
72.19
NC1=C(Cl)C(N)=C(S1)C#C
C#Cc1sc(N)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
172.64
46.0888
1.5472
3
2
15
52.04
O1C=CC(=N1)C1=CN=NS1
c1cc(-c2cnns2)no1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnns2)no1
153.166
35.406
1.1931
5
0
13
51.81
CC=C1CNC(=S)NN=C1
CC=C1C=NNC(=S)NC1
false
CCC1CCCC(C)CC1
C=C1C=NNC(=S)NC1
155.226
45.9854
0.3962
2
2
19
36.42
CC=CC1=C(Cl)C(Cl)=CN1
CC=Cc1[nH]cc(Cl)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
176.046
45.5207
3.3546
0
1
17
15.79
CNS(=O)(=O)CC1(C)CO1
CNS(=O)(=O)CC1(C)CO1
true
CCC(C)(C)CC1(C)CC1
C1CO1
165.214
37.2035
-0.6755
3
1
21
58.7
CCC(N)C1=NSC(C)=C1
CCC(N)c1cc(C)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
156.254
44.0704
1.86132
3
1
22
38.91
NC(N)=CC1=NSC=C1O
NC(N)=Cc1nscc1O
false
CC(C)CC1CCCC1C
c1cnsc1
157.198
40.1306
0.0645
5
3
17
85.16
OCC12CC(CC1)S2(=O)=O
O=S1(=O)C2CCC1(CO)C2
false
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CCC1C2
162.21
36.3756
-0.3016
3
1
20
54.37
NC1CC1C1=CNC(=O)S1
NC1CC1c1c[nH]c(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1[nH]cc(C2CC2)s1
156.21
40.2731
0.251
3
2
18
58.88
CC1CNN(C)C(=S)NC1
CC1CNC(=S)N(C)NC1
false
CC1CCC(C)C(C)CC1
S=C1NCCCNN1
159.258
45.5304
-0.053
2
2
23
27.3
CC1=COC(=C)S(=O)(=O)N1
C=C1OC=C(C)NS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1OC=CNS1(=O)=O
161.182
36.0375
0.2685
3
1
17
55.4
OCCCN=C1NSC=N1
OCCCN=c1ncs[nH]1
false
CCCCCC1CCCC1
N=c1ncs[nH]1
159.214
38.5975
-0.2457
4
2
19
61.27
CCCOC1=CSC(N)=N1
CCCOc1csc(N)n1
false
CCCCC1CCC(C)C1
c1cscn1
158.226
42.3124
1.5141
4
1
20
48.14
NNS(=O)(=O)C1CCC1O
NNS(=O)(=O)C1CCC1O
true
CCC(C)(C)C1CCC1C
C1CCC1
166.202
35.2717
-1.6972
4
3
20
92.42
CN1C=C(N)C=C(Cl)C1=O
Cn1cc(N)cc(Cl)c1=O
false
CC1CC(C)C(C)C(C)C1
O=c1cccc[nH]1
158.588
41.1054
0.6209
3
1
17
48.02
CCCNC(=S)N(C)CC
CCCNC(=S)N(C)CC
true
CCCCC(C)C(C)CC
160.286
49.1957
1.2226
1
1
26
15.27
O=C1SNC2=C1CC1CC21
O=c1s[nH]c2c1CC1CC21
false
CC1CCC2C1CC1CC12
O=c1s[nH]c2c1CC1CC21
153.206
39.4917
1.096
2
1
17
32.86
C=C1OC2=CSC=C2C1=C
C=c1oc2cscc2c1=C
false
CC1CC2CCCC2C1C
C=c1oc2cscc2c1=C
150.202
44.385
1.3149
2
0
16
13.14
CC12COC1S(=O)(=O)CO2
CC12COC1S(=O)(=O)CO2
true
CC1(C)CCC2(C)CCC12
O=S1(=O)COC2COC21
164.182
33.0168
-0.4961
4
0
18
52.6
NC(C=C)C=CS(O)(=O)=O
C=CC(N)C=CS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
163.198
38.861
-0.0988
3
2
19
80.39
ON1C=C(SC1=N)C1CC1
N=c1sc(C2CC2)cn1O
false
CC1CC(C2CC2)CC1C
N=c1[nH]cc(C2CC2)s1
156.21
37.3232
1.14377
4
2
18
49.01
CC1=NSC2=C1C(N)=NO2
Cc1nsc2onc(N)c12
false
CC1CCC2CCC(C)C12
c1noc2sncc12
155.182
38.8304
1.17492
5
1
15
64.94
O=C1C=COC2=C1C=CS2
O=c1ccoc2sccc12
false
CC1CCCC2CCCC12
O=c1ccoc2sccc12
152.174
40.361
1.8545
3
0
14
30.21
NC1CC1C#CS(O)(=O)=O
NC1CC1C#CS(=O)(=O)O
false
CC1CC1CCC(C)(C)C
C1CC1
161.182
35.407
-0.8177
3
2
17
80.39
COC(=O)C1CCS1(=O)=O
COC(=O)C1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
164.182
34.2078
-0.6535
4
0
18
60.44
CC(N)C1=C(O)N=C(N)S1
CC(N)c1sc(N)nc1O
false
CC1CC(C)C(C(C)C)C1
c1cscn1
159.214
40.7936
0.4506
5
3
19
85.16
ClC1=CC2=NC=CN2C=C1
Clc1ccn2ccnc2c1
false
CC1CCC2CCCC2C1
c1ccn2ccnc2c1
152.584
40.202
1.9877
2
0
15
17.3
CCC=CCNC(=S)NO
CCC=CCNC(=S)NO
true
CCCCCCC(C)CC
160.242
44.9539
0.8059
2
3
22
44.29
OCC1CC2CN2C(=S)N1
OCC1CC2CN2C(=S)N1
true
CCC1CC(C)C2CC2C1
S=C1NCCC2CN12
158.226
41.7185
-0.6903
2
2
20
35.27
NC1=C(Cl)C(=NO1)[N+]([O-])=O
Nc1onc([N+](=O)[O-])c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
163.52
32.5798
0.8184
5
1
12
95.19
N1C2C=CC1C1=CSC=C21
C1=CC2NC1c1cscc12
false
C1CC2C3CCC(C3)C2C1
C1=CC2NC1c1cscc12
149.218
42.0767
2.0033
2
1
17
12.03
CCCNS(=O)(=O)C=NN
CCCNS(=O)(=O)C=NN
true
CCCCC(C)(C)CCC
165.218
39.8929
-0.7822
4
2
21
84.55
CCN1SN=C(C#C)C1=N
C#Cc1nsn(CC)c1=N
false
CCC1CCC(CC)C1C
N=c1cns[nH]1
153.21
39.5677
0.42527
4
1
17
41.67
NCCONC(=S)NC=C
C=CNC(=S)NOCCN
false
CCCCCC(C)CCC
161.23
44.0728
-0.5157
3
3
21
59.31
NC1=C(O)C(=N)C(Cl)=CN1
N=c1c(Cl)c[nH]c(N)c1O
false
CC1CCC(C)C(C)C1C
N=c1cc[nH]cc1
159.576
37.7346
0.43537
3
4
16
85.89
O=S1(=O)CCC2=C1NC=C2
O=S1(=O)CCc2cc[nH]c21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCc2cc[nH]c21
157.194
36.5495
0.3445
2
1
17
49.93
CCN(O)C(=S)NCCN
CCN(O)C(=S)NCCN
true
CCCCC(C)C(C)CC
163.246
43.8216
-0.4693
3
3
23
61.52
NN1CC(O)C(=C)S1(=O)=O
C=C1C(O)CN(N)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CCNS1(=O)=O
164.186
34.96
-1.6199
4
2
18
83.63
C=COC1=CC=NS1(=O)=O
C=COC1=CC=NS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=N1
159.166
36.7768
0.4021
3
0
15
55.73
CCC1(C)CONS1(=O)=O
CCC1(C)CONS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CCON1
165.214
36.7035
0.0197
3
1
21
55.4
O=S1(=O)C2OC2C2CC1C2
O=S1(=O)C2CC(C2)C2OC21
false
CC1(C)C2CC(C2)C2CC21
O=S1(=O)C2CC(C2)C2OC21
160.194
34.0928
-0.0817
3
0
18
46.67
ClC1=CC(=O)NN=C1C=C
C=Cc1n[nH]c(=O)cc1Cl
false
CCC1CCC(C)CC1C
O=c1cccn[nH]1
156.572
39.9587
1.0663
2
1
15
45.75
NC=C(CS(N)(=O)=O)C#N
N#CC(=CN)CS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
161.186
35.8576
-1.35892
4
2
17
109.97
NC1=CN2C=NSC2=C1O
Nc1cn2cnsc2c1O
false
CC1CC2CCCC2C1C
c1cc2sncn2c1
155.182
39.1462
0.6836
5
2
15
63.55
N#CCNCC1=CSC=N1
N#CCNCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
153.21
39.4337
0.75628
4
1
17
48.71
CC1=NSN=C1OC1CC1
Cc1nsnc1OC1CC1
false
CC1CCCC1CC1CC1
c1nsnc1OC1CC1
156.21
38.296
1.38772
4
0
18
35.01
CNC1=CC=C(S1)C1CC1
CNc1ccc(C2CC2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CC2)c1
153.25
45.8407
2.6672
2
1
21
12.03
CC1=C(C)C(C#N)=C(C)S1
Cc1sc(C)c(C#N)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
151.234
43.245
2.54504
2
0
19
23.79
CC1=CSC(C=NN=C)=C1
C=NN=Cc1cc(C)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
152.222
46.199
2.09102
3
0
18
24.72
OCS(=O)(=O)NC=CC=C
C=CC=CNS(=O)(=O)CO
false
CCCCCC(C)(C)CC
163.198
38.4783
-0.4447
3
2
19
66.4
CN1CC2(N)CC2S1(=O)=O
CN1CC2(N)CC2S1(=O)=O
true
CC1CC2(C)CC2C1(C)C
O=S1(=O)NCC2CC21
162.214
36.8732
-1.2686
3
1
20
63.4
CC(OCC=O)S(C)(=O)=O
CC(OCC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
166.198
36.3218
-0.4075
4
0
20
60.44
O=C1OC(CN2CC2)=CS1
O=c1oc(CN2CC2)cs1
false
CC1CCC(CC2CC2)C1
O=c1oc(CN2CC2)cs1
157.194
38.132
0.5169
4
0
17
33.22
O=C(NC1=NN=CS1)C#C
C#CC(=O)Nc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
153.166
37.3717
0.1098
4
1
13
54.88
O=C1NC(=S)N2C=NCC12
O=C1NC(=S)N2C=NCC12
true
CC1CC(C)C2CCCC12
O=C1NC(=S)N2C=NCC12
155.182
39.7267
-0.8864
3
1
15
44.7
NC1=C(N)N=C(OC=C)S1
C=COc1nc(N)c(N)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
157.198
41.7638
0.8298
5
2
17
74.16
CS(=O)(=O)N1CCOC1=N
CS(=O)(=O)N1CCOC1=N
true
CC1CCCC1C(C)(C)C
N=C1NCCO1
164.186
35.2285
-0.78703
4
1
18
70.46
S=C1NCC2(COC=C2)N1
S=C1NCC2(C=COC2)N1
false
CC1CCC2(CCCC2)C1
S=C1NCC2(C=COC2)N1
156.21
41.5594
-0.2532
2
2
18
33.29
ClC1=CNC2=C1CCC2=C
C=C1CCc2c(Cl)c[nH]c21
false
CC1CCC2C(C)CCC12
C=C1CCc2cc[nH]c21
153.612
43.1577
2.6275
0
1
18
15.79
CS(=O)(=O)C1CN(O)C=N1
CS(=O)(=O)C1CN(O)C=N1
true
CC1CCC(C(C)(C)C)C1
C1=NCCN1
164.186
35.6163
-0.9098
5
1
18
69.97