Datasets:
smiles
stringlengths 7
104
| canonical_smiles
stringlengths 7
104
|
|---|---|
CCC(CC)(CNC(=O)C1=CC(=C(C=C1)Br)Cl)N | CCC(N)(CC)CNC(=O)c1ccc(Br)c(Cl)c1 |
CS(=O)(=O)[N-]C1=CC=CC(=C1)C=CC2=C3C=C[O+]=C3CCC4=CC=CC=C42 | S(C)([N-]c1cc(ccc1)C=CC1=C2C=C[O+]=C2CCc2c1cccc2)(=O)=O |
CC(C)(C)OC(=O)NC1CN(CCC1O)CC2CN3C(=O)C=CC4=NC=C(C2=C43)F | O=c1ccc2c3n1CC(CN1CCC(O)C(NC(OC(C)(C)C)=O)C1)c3c(F)cn2 |
CCN1C=C(C=N1)C2=CC(=C(C=C2)C)F | CCn1cc(-c2ccc(C)c(F)c2)cn1 |
CCC(C)CC(=O)C1=CC(=C(C=C1)F)Cl | CCC(C)CC(=O)c1ccc(F)c(Cl)c1 |
CNC1CCSCC2=C(C=CC(=C12)OC)Br | CNC1CCSCc2c(Br)ccc(OC)c21 |
CC(C)N1C(=NN=C1S(=O)(=O)N)CC2=CC(=CC=C2)OC | n1c(n(c(Cc2cccc(c2)OC)n1)C(C)C)S(=O)(N)=O |
C1=CC(=CC=C1C(F)(F)F)NC(=O)C2=COC=C2 | FC(F)(F)c1ccc(cc1)NC(=O)c1cocc1 |
CC(C)C(CCO)NC(=O)NC1=CC=NN1C | CC(C)C(CCO)NC(=O)Nc1ccnn1C |
CCC(CC)NC(=O)N(C)CCOC1=CC=C(C=C1)Cl | CCC(CC)NC(=O)N(C)CCOc1ccc(Cl)cc1 |
CC(C)(C)OC(=O)N1CCC2=C(C1)C3=CC(=C(C=C3N2)OC)OC | COc1cc2[nH]c3c(c2cc1OC)CN(C(=O)OC(C)(C)C)CC3 |
CC(=C1CNC1)C(=O)NC2=C(C=C(C=C2)Br)C(=O)O | CC(C(=O)Nc1ccc(Br)cc1C(=O)O)=C1CNC1 |
C1CC2CN(C(N2C1)C3=CC=CC=C3)C(=O)C4=CC(=C(C=C4)F)F | O=C(c1ccc(F)c(F)c1)N1CC2CCCN2C1c1ccccc1 |
CCCNC(=O)CNC(=O)C(C)(C)OC1=CC=C(C=C1)Cl | CCCNC(=O)CNC(=O)C(C)(C)Oc1ccc(Cl)cc1 |
CN1C=C(C=C1CO)S(=O)(=O)NC2=C(C=CC(=C2)F)F | Cn1cc(S(=O)(=O)Nc2cc(F)ccc2F)cc1CO |
CC1=CC=C(C=C1)OCC(=O)NCC2CCCCC(=O)N2 | Cc1ccc(OCC(=O)NCC2CCCCC(=O)N2)cc1 |
CC1=C(N=C(N=C1NC2CCNCC2)C3=CC=NC=C3)C | Cc1nc(-c2ccncc2)nc(NC2CCNCC2)c1C |
CC(CN(C)C1=C(C=CC=C1F)F)N | CC(N)CN(C)c1c(F)cccc1F |
C1=CC=C(C=C1)CC(CC(=O)O)C(O)SCC2=CC=CC=C2 | O=C(O)CC(Cc1ccccc1)C(O)SCc1ccccc1 |
CC(CCN(C)C(=O)CC1=C(C=CC=C1F)F)Cl | CC(Cl)CCN(C)C(=O)Cc1c(F)cccc1F |
CC1=C(C(=NO1)C)CN2C(=O)C(OC3=C2N=C(C=C3)N)C(C)C | Cc1noc(C)c1CN1C(=O)C(C(C)C)Oc2ccc(N)nc21 |
CCN1CCN(CC1)C2CCN(C2)CC(C)C | C(N1CCC(C1)N1CCN(CC1)CC)C(C)C |
C1COCCN1C(CNC(=O)C2=CC3=C(C=C2)OCO3)C4=CC=C(C=C4)F | C(=O)(NCC(N1CCOCC1)c1ccc(cc1)F)c1ccc2OCOc2c1 |
C1CC(C1)C2=CC=CC=C2C3=CC=C(S3)C(=O)O | O=C(O)c1ccc(-c2ccccc2C2CCC2)s1 |
COC1=CC=CC=C1CNCCC(=O)NC2=CC=C(C=C2)F | COc1ccccc1CNCCC(=O)Nc1ccc(F)cc1 |
CC1CN(CC(O1)(C)C)C(CN)C2=C(C=CC(=C2)Br)F | CC1CN(C(CN)c2cc(Br)ccc2F)CC(C)(C)O1 |
CC(C)N(CC1=CC=CC=C1)C2=CN=NC(=N2)NCC3=CC=CC=N3 | c1ccccc1CN(C(C)C)c1nc(NCc2ncccc2)nnc1 |
CNCCNC(=O)CC1=CC=C(S1)Br.Cl | c1c(Br)sc(c1)CC(=O)NCCNC.Cl |
CC(C)CC(C)NC(=O)C1=CC=CC=C1N | CC(C)CC(C)NC(=O)c1ccccc1N |
CNC1=CC(=NC2=C1C=CC=C2I)C(F)F | CNc1cc(C(F)F)nc2c(I)cccc12 |
CC(C1CCCN(C1)CC2=CN=CC=C2)O | CC(O)C1CCCN(Cc2cccnc2)C1 |
C[NH+]1CC[NH+](CC1)CCC(=O)N2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl | c1ccc2Sc3c(N(C(=O)CC[NH+]4CC[NH+](CC4)C)c2c1)cc(Cl)cc3 |
CN1C(=O)C(CC12CCN(CC2)CC(=O)O)C3=CC=CC=C3 | CN1C(=O)C(c2ccccc2)CC12CCN(CC(=O)O)CC2 |
CC(C(=O)NCCC1=CC=C(C=C1)F)OC(=O)CC2=C(C=C(C=C2)Cl)Cl | CC(OC(=O)Cc1ccc(Cl)cc1Cl)C(=O)NCCc1ccc(F)cc1 |
CC1CCN(CC1)CC2=CC(=NC=C2)CC=C(CN)O | CC1CCN(Cc2ccnc(CC=C(O)CN)c2)CC1 |
CC(C)N1C=C(N=C1)S(=O)(=O)NCC2=CC(=NC=C2)C3=CC=CO3 | c1(-c2occc2)cc(ccn1)CNS(=O)(=O)c1ncn(c1)C(C)C |
C1=CC(=CC=C1CO)NC2=N[N+]3(C=CN=CC3=N2)C4=CNC(=O)C=C4 | O=c1ccc([N+]23C=CN=CC2=NC(Nc2ccc(CO)cc2)=N3)c[nH]1 |
CC1=C(C=C(S1)C2CC(=O)N(C(=N2)N)C)F | Cc1sc(C2CC(=O)N(C)C(N)=N2)cc1F |
CC1=CC(=CC=C1)C(C(=O)O)NN2CCN(CC2)C | N1(CCN(NC(c2cccc(C)c2)C(=O)O)CC1)C |
CC(C)CC(CNC(=O)C1=CSC(=C1)I)O | CC(C)CC(O)CNC(=O)c1csc(I)c1 |
CC(C)C1=NC=CC(=N1)NCC(C(F)F)N2C=CC=N2 | CC(C)c1nccc(NCC(C(F)F)n2cccn2)n1 |
CC1(CC1)C(=O)N2CCC(CC2)(CN3CCC=N3)O | C1CC=NN1CC1(O)CCN(C(=O)C2(C)CC2)CC1 |
CC(C)(CCO)CNC(=O)C1=CN=C(C=C1)N2C=NC3=CC=CC=C32 | CC(C)(CCO)CNC(=O)c1ccc(-n2cnc3ccccc32)nc1 |
CC1=C(C=CN=C1)OC2CCN(C2)C3=NC=NC4=C3C=CC=N4 | Cc1cnccc1OC1CCN(c2ncnc3ncccc23)C1 |
CC(C)(C)C1=NSC(=N1)OC2=C(C=C(C=C2)S(=O)(=O)Cl)Cl | CC(C)(C)c1nsc(Oc2ccc(S(=O)(=O)Cl)cc2Cl)n1 |
CN(CC1CCNCC1)CC2=CC=CC3=CC=CC=C32 | CN(Cc1cccc2ccccc12)CC1CCNCC1 |
C1CN(CCN1)CC2=NC3=C(S2)C=CC(=C3)F | Fc1ccc2sc(CN3CCNCC3)nc2c1 |
CC(C)(C)OC(=O)N1CCCC(C1)NC(=O)COC2=CC=CC=C2OC | COc1ccccc1OCC(=O)NC1CCCN(C(=O)OC(C)(C)C)C1 |
CCC(CCO)CNC(=O)C1=CC2=C(C=C1)OCO2 | CCC(CCO)CNC(=O)c1ccc2c(c1)OCO2 |
CC(C)CC(C(=O)O)NC(=O)C1=CC2=C(C=C1)C(=O)N3CCCCCC3=N2 | CC(C)CC(NC(=O)c1ccc2c(=O)n3c(nc2c1)CCCCC3)C(=O)O |
C1CCC(C1)N(CC(=O)N)C(=O)C2=CC(=CC(=C2)O)O | NC(=O)CN(C(=O)c1cc(O)cc(O)c1)C1CCCC1 |
CN(C)S(=O)(=O)NCC(CC1=CC=CC=C1)N2CCCCC2 | CN(C)S(=O)(=O)NCC(Cc1ccccc1)N1CCCCC1 |
CC(C)C1CCCN1C2=NC=C(S2)C(C)O | CC(O)c1cnc(N2CCCC2C(C)C)s1 |
C1=CC=C2C(=C1)C(=O)N(C2=O)CCNC(=O)NCC3=CC=C(C=C3)Cl | O=C(NCCN1C(=O)c2ccccc2C1=O)NCc1ccc(Cl)cc1 |
C1CCC(C1)(COCC2=C(C=C(C=C2)Cl)F)N | c1c(F)c(ccc1Cl)COCC1(CCCC1)N |
COC1=C(C=C(C=C1)C=CC(=O)O)OCC2=C(C=CC=C2Cl)F | COc1ccc(C=CC(=O)O)cc1OCc1c(F)cccc1Cl |
CC1=C(C(=NO1)C)S(=O)(=O)N2CCCC(C2)C(=O)NC3=C(C=CC(=C3)Cl)N(C)C | Cc1noc(C)c1S(=O)(=O)N1CCCC(C(=O)Nc2cc(Cl)ccc2N(C)C)C1 |
CCCNC1=NC=CC(=C1)C(=O)NC2=NN=C(S2)CC | CCCNc1cc(C(=O)Nc2nnc(CC)s2)ccn1 |
COC1=CC=CC(=C1)CNC(=O)C2CNCCN2C(=O)CCCC3=CC=CC=C3 | COc1cccc(CNC(=O)C2CNCCN2C(=O)CCCc2ccccc2)c1 |
CC(C)(C)OC(=O)NNC1=CC=CC(=C1)C(F)(F)F | CC(C)(C)OC(=O)NNc1cccc(C(F)(F)F)c1 |
C1CNCC2=C1NN=C2C(=O)N3CCN(CC3)CC(F)(F)F.Cl | Cl.C(c1n[nH]c2CCNCc21)(=O)N1CCN(CC1)CC(F)(F)F |
CCN(CC1=CC=CO1)C2=NC(=NC=C2C)NC | CCN(Cc1ccco1)c1nc(NC)ncc1C |
CC(C)CC(CO)NC1=C(C=NN(C1=O)CC2CCC2)Br | CC(C)CC(CO)Nc1c(Br)cnn(CC2CCC2)c1=O |
CC(C)(C)NCC(=O)NCC1CCCCC1C(=O)O | C1CCCC(C(=O)O)C1CNC(=O)CNC(C)(C)C |
COC1=CC(=C(C=C1)C(=O)SC2=NN=C(O2)C3=CC=CO3)O | C(Sc1nnc(-c2ccco2)o1)(=O)c1c(O)cc(OC)cc1 |
CC1(CCOC1)NC2=C(C=C(C=C2F)C(=S)N)F | S=C(N)c1cc(c(c(F)c1)NC1(COCC1)C)F |
CC1=C(OC=C1)C(=O)NCCCN2C(=CC(=N2)C)C | Cc1cc(C)n(CCCNC(=O)c2occc2C)n1 |
CCCNCC1=C(C=C(N=C1)C)OCCC | c1(cc(OCCC)c(cn1)CNCCC)C |
CCC(=O)NC1=NC(=C(C=C1)C#N)C | CCC(=O)Nc1ccc(C#N)c(C)n1 |
C1=CC(=CC=C1S(=O)(=O)NCC2=CC=C(O2)C=O)Cl | c1(ccc(cc1)Cl)S(=O)(NCc1ccc(C=O)o1)=O |
CC1=CC=C(C=C1)[N+]2=C(C(=O)ON2)Cl | Cc1ccc(-[n+]2[nH]oc(=O)c2Cl)cc1 |
CC(C1=CC=CC=C1)NCC(=O)NC2=CC(=CC=C2)Cl | CC(NCC(=O)Nc1cccc(Cl)c1)c1ccccc1 |
CCOC1=CC=CC=C1NC2=NC(=CN=N2)N3CCC4(CC3)OCCO4 | CCOc1ccccc1Nc1nncc(N2CCC3(CC2)OCCO3)n1 |
CCCN1C=C(C=N1)CNC(=O)NC2=C(C=CC(=C2)S(=O)(=O)C)C | CCCn1cc(CNC(=O)Nc2cc(S(C)(=O)=O)ccc2C)cn1 |
CCN(C1=C(C=C(C=C1)C(F)(F)F)C(=O)O)C(C)C | CCN(c1ccc(C(F)(F)F)cc1C(=O)O)C(C)C |
CCC1=CC2=C(N=CN=C2S1)N3CCC4(C3)CN(C4)C(C5CNC5)C(C)C | CCc1cc2c(N3CCC4(C3)CN(C(C(C)C)C3CNC3)C4)ncnc2s1 |
COC1=CC=C(C=C1)N2CCN(CC2)CC(=O)NCO | COc1ccc(N2CCN(CC(=O)NCO)CC2)cc1 |
CCNC1=NN=C(C(=C1C)C)C2=CC(=NC=C2)C | CCNc1nnc(-c2ccnc(C)c2)c(C)c1C |
C1CNCCC1C(=O)NC2CCN(CC2)CC3=CC=C(C=C3)Cl.Cl | Cl.O=C(NC1CCN(Cc2ccc(Cl)cc2)CC1)C1CCNCC1 |
CCN(CC)C1=CN=CC(=C1)C(=O)NCC2=CC=C(C=C2)C | CCN(CC)c1cncc(C(=O)NCc2ccc(C)cc2)c1 |
CCC1=CC=CC=C1NC(=O)CN(C)CC(=O)NCC2=CC=C(C=C2)Cl | CCc1ccccc1NC(=O)CN(C)CC(=O)NCc1ccc(Cl)cc1 |
C1CCC(C1)NCC(=O)N2CCN3CCCCC3C2 | O=C(CNC1CCCC1)N1CCN2CCCCC2C1 |
CNCC1=CC(=C(C(=C1)F)N2CCN3C(C2)CCC3=O)F | C1N2C(CCC2CN(c2c(F)cc(CNC)cc2F)C1)=O |
CN(C(=O)C1=CC2=C(S1)C=NC=C2)OC | CON(C)C(=O)c1cc2ccncc2s1 |
CC1=CC(=C(C=C1)C)CC(=O)NC(CC(=O)O)C(C)(C)C | Cc1ccc(C)c(CC(=O)NC(CC(=O)O)C(C)(C)C)c1 |
CC1=CC(=C(C=C1)F)C2CCC3=C2SC(=N3)N | Cc1ccc(F)c(C2CCc3nc(N)sc32)c1 |
CCC1CCC2(CC1)C(=O)N(C(=O)N2)CC(=O)N3CCN(CC3)C4=CC=CC=C4C | CCC1CCC2(CC1)NC(=O)N(CC(=O)N1CCN(c3ccccc3C)CC1)C2=O |
CN1C2=C(C(=O)N(C1=O)CC3CCC(CC3)OC)N(C=N2)CC4CC45CCC5 | COC1CCC(Cn2c(=O)c3c(ncn3CC3CC34CCC4)n(C)c2=O)CC1 |
CCOC(=O)C1C(OC(=N1)C)C2=CC=CC=C2 | CCOC(=O)C1N=C(C)OC1c1ccccc1 |
COC1=CC(=C(C=C1)CCCO)[As] | COc1ccc(CCCO)c([As])c1 |
CCC(C1=CC=CC=C1)C(C)(C)C(=O)C(C)C | CCC(c1ccccc1)C(C)(C)C(=O)C(C)C |
CC1=CC=C(C=C1)C(=O)C2=CC=CC(=C2)CN | Cc1ccc(C(=O)c2cccc(CN)c2)cc1 |
CC1=CC(=NC=N1)N2CC3CN(CC3C2)C4=CC(=NC=C4)C | C12C(CN(C2)c2cc(C)ncc2)CN(c2cc(C)ncn2)C1 |
CCOC(=O)C1=C(C2=C(N1)C=CC(=C2)Cl)C3=CC=CC=C3 | CCOC(=O)c1[nH]c2ccc(Cl)cc2c1-c1ccccc1 |
CC1=CC=C(C=C1)C=C2C(=N)N3C(=NC2=O)SC(=N3)N4CCCCC4 | C1(=Cc2ccc(C)cc2)C(N=C2SC(=NN2C1=N)N1CCCCC1)=O |
CCN1C(=CC(=C1C)C(=O)N2CCCC2CC(=O)O)C | CCn1c(C)cc(C(=O)N2CCCC2CC(=O)O)c1C |
CCN(CC)C(=O)N1CCN(CC1)C(=O)CC2CC3CCC(C2)N3 | C12NC(CC(CC(N3CCN(CC3)C(N(CC)CC)=O)=O)C2)CC1 |
CC(C)(C)C1=CC=C(S1)C(C(C(F)F)(F)F)N | CC(C)(C)c1ccc(C(N)C(F)(F)C(F)F)s1 |
CCNC(=O)C(C)NC1=NC2=C(S1)C=C(C=C2)N | CCNC(=O)C(C)Nc1nc2ccc(N)cc2s1 |
CC(=O)CCCNCC(C)(C)C1=CC(=C(C=C1)F)F | CC(=O)CCCNCC(C)(C)c1ccc(F)c(F)c1 |
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Druglike QED 36M - Augmented SMILES Dataset
This dataset is derived from Druglike molecule datasets for drug discovery and has been canonicalized using RDKit (2024.9.4) to ensure structural consistency.
To enhance molecular diversity, 33% of the dataset was randomly sampled and augmented using RDKit’s Chem.MolToRandomSmilesVect function, following an approach similar to NVIDIA’s molmim method for SMILES augmentation.
Dataset Overview:
- Source:
- Canonicalization: RDKit (2024.9.4)
- Augmentation: Random SMILES generation for 33% of the original dataset
- Total Entries: 43M SMILES
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