SMILES
stringlengths 3
400
| label
int64 0
1
|
|---|---|
[Cl].CC(C)NCC(O)COc1cccc2ccccc12 | 1 |
C(=O)(OC(C)(C)C)CCCc1ccc(cc1)N(CCCl)CCCl | 1 |
c12c3c(N4CCN(C)CC4)c(F)cc1c(c(C(O)=O)cn2C(C)CO3)=O | 1 |
C1CCN(CC1)Cc1cccc(c1)OCCCNC(=O)C | 1 |
Cc1onc(c2ccccc2Cl)c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O)C(O)=O | 1 |
CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(O)=O)CSc4nnnn4C)c5ccc(O)cc5)C(=O)C1=O | 1 |
CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)c4c(O)cccc4[C@@]3(C)O)C(=O)[C@]2(O)C(=O)\C(=C(/O)NCN5CCCC5)C1=O | 1 |
Cn1c2CCC(Cn3ccnc3C)C(=O)c2c4ccccc14 | 1 |
COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O | 1 |
NC(N)=NC(=O)c1nc(Cl)c(N)nc1N | 1 |
OCC(C)(O)c1onc(c2ncn3c2CN(C)C(c4c3cccc4Cl)=O)n1 | 0 |
CC1=CN([C@H]2C[C@H](F)[C@@H](CO)O2)C(=O)NC1=O | 1 |
C(Cl)Cl | 1 |
C1N(C(CC2CCCCC12)C(NC(C)(C)C)=O)CC(C(Cc1ccccc1)NC(C(NC(c1nc2c(cccc2)cc1)=O)CC(N)=O)=O)O | 1 |
CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c2ccccc2 | 1 |
CCN1N=NN(CCN2CCC(CC2)(COC)N(C(=O)CC)c3ccccc3)C1=O | 1 |
CN(C)C(=O)C(CCN1CCC(O)(CC1)c1ccc(Cl)cc1)(c1ccccc1)c1ccccc1 | 1 |
CN1C2CCC1CC(C2)OC(=O)[C@H](CO)c3ccccc3 | 1 |
COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)[S](=O)(=O)NC(=O)NC3CCCCC3 | 1 |
Nc1nnc(c(N)n1)c2cccc(Cl)c2Cl | 1 |
CCCC(C)C | 1 |
C[C@H](N)Cc1ccccc1 | 1 |
c1cc2c(cc(CC3=CNC(=NC3=O)NCCSCc3oc(cc3)CN(C)C)cc2)cc1 | 0 |
CC(C)(C)NCC(O)COc1cccc2C[C@@H](O)[C@@H](O)Cc12 | 1 |
CCC(=O)N(c1ccccc1)C2(CCN(CCc3sccc3)CC2)COC | 1 |
CCNC(=NC#N)NCCSCc1c(cccn1)Br | 0 |
CN(C)C(=O)Cc1n2cc(C)ccc2nc1c3ccc(C)cc3 | 1 |
CN1CCN(CC1)C2=C3C=CC=CC3=Nc4ccc(Cl)cc4N2 | 1 |
FC(F)(F)c1c(Cl)nc(N2CCNCC2)cc1 | 1 |
O.CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)c4ccccc4)C(=O)C1=O | 1 |
CCCC(C)C1(CC)C(=O)NC(=O)NC1=O | 1 |
C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(O)=O | 1 |
c1ccc(C(NCCCOc2cc(CN3CCCCC3)ccc2)=O)cc1 | 1 |
CC(C)(C)OC(=O)C1=C2CN(C(=O)C3=C(N2C=N1)C=CS3)C | 1 |
CCC(=O)N(C1CCN(CC1)CCc2ccccc2)c3ccccc3 | 1 |
CCOC(=O)c1cncn1C(C)c2ccccc2 | 1 |
CN(C)c1cc(C2=NC(N)=NN2)ccn1 | 0 |
CN1CCN(CCCN2c3ccccc3Sc4ccc(Cl)cc24)CC1 | 1 |
IC1=C(N([H])[H])C=CC(C2=NC3=CC=C(O[H])C=C3S2)=C1 | 1 |
O=C(C)Nc1cc(c2csc(N=C(N)N)n2)ccc1 | 0 |
CN1[C@H]2CCC[C@@H]1CC(C2)NC(=O)c3nn(C)c4ccccc34 | 1 |
C[S](=O)(=O)c1ccc(cc1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl | 1 |
c1ccc(cc1)c1csc(n1)N=C(N)N | 1 |
CC(N)COc1c(C)cccc1C | 1 |
CCC(=O)O[C@@](Cc1ccccc1)([C@H](C)CN(C)C)c2ccccc2 | 1 |
ClC1=CC=C(C2=C1)SC3=C(N2CCCNC)C=CC=C3 | 1 |
CN(C)Cc1ccc(c2cccc(NC3C([N+]([O-])=O)=CC=N3)c2)o1 | 1 |
Cn1nnnc1SCC2=C(N3[C@H](SC2)[C@H](NC(=O)[C@H](O)c4ccccc4)C3=O)C(O)=O | 1 |
n(ccc1)c(c1)CCN(C)C | 1 |
O=C1N(CCC1)CCCCN2CCN(CC2)c3cc(C(F)(F)F)ccn3 | 1 |
COc1ccc2nccc([C@H](O)[C@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1 | 1 |
c1(ccccc1)CC | 1 |
c1ccc(cc1N)c1csc(n1)N=C(N)N | 1 |
CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C)[C@H]7[C@](O)([C@H](OC(C)=O)[C@]8(CC)C=CCN9CC[C@]67[C@H]89)C(=O)OC)C1 | 1 |
c1(c(cc(NC(CCC)=O)cc1)C(C)=O)OCC(CNC(C)C)O | 1 |
ClC1=CC=C(SC(C=CC=C2)=C2N3CCCN)C3=C1 | 1 |
CN(C)Cc1ccc(CSCCNC2=C([N+]([O-])=O)C(Cc3ccccc3)=CN2)o1 | 1 |
CNC(=NC#N)Nc1cccc(c1)c1csc(n1)N=C(N)N | 0 |
n(ccc1)c(c1)CCNC | 1 |
[Cl-].CN[C@H]1CC[C@@H](c2ccc(Cl)c(Cl)c2)c3ccccc13.[H+] | 1 |
CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C=O)[C@H]7[C@](O)([C@H](OC(C)=O)[C@]8(CC)C=CCN9CC[C@]67[C@H]89)C(=O)OC)C1 | 1 |
CCC(NC(=O)c1c(c(nc2c1cccc2)c1ccccc1)C)c1ccccc1 | 1 |
ClC1=CC=CC(OC2CCN(CCC3CCCN3S(C4=CC(N([H])C=C5)=C5C=C4)(=O)=O)CC2)=C1 | 1 |
CN(C)Cc1ccnc(c2cccc(NC3C([N+]([O-])=O)=CC=N3)c2)c1 | 1 |
CNCCCC12CCC(c3ccccc13)c4ccccc24 | 1 |
N1(Cc2cc(OCCCNc3nccs3)ccc2)CCCCC1 | 1 |
OC(C)(C)c1onc(c2ncn3c2CN(C)C(c4c3cccc4Cl)=O)n1 | 0 |
[Na+].CO\N=C(C(=O)N[C@@H]1[C@@H]2SCC(=C(N2C1=O)C([O-])=O)COC(C)=O)\c3csc(N)n3 | 1 |
C1=CC=C2C(=C1)C3C(O3)C4=CC=CC=C4N2C(=O)N | 1 |
C1CCCCC1 | 1 |
Cc1csc(n1)N=C(N)N | 1 |
CCCN(CCc1c2c(c(cc1)O)NC(=O)C2)CCC | 1 |
Clc1cc2c(Oc3ccccc3C3CN(CC32)C)cc1 | 1 |
CN(C)Cc1oc(CSCCNC2C([N+]([O-])=O)=CC=N2)cc1 | 0 |
CO/N=C(C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(O)=O)COC(N)=O)/c3occc3 | 1 |
N1(Cc2cc(OCCCNc3oc4ccccc4n3)ccc2)CCCCC1 | 1 |
OC12c3c(Oc4c(C)cccc4C2CN(CC1)C)cccc3 | 1 |
[O-][N+](C1=CC=NC1NCCSCc2ccccn2)=O | 1 |
c12c(nc([nH]1)NC(OC)=O)cc(SCCC)cc2 | 1 |
c1cccn2c1nc(c2)CCN | 0 |
Cc1ncc(n1CC(O)CCl)[N+]([O-])=O | 1 |
CCCN(CCc1c2c(ccc1)NC(=O)C2)CCC | 1 |
Clc1cc2c(Oc3ccccc3C3CNCC32)cc1 | 1 |
CN(CCC=C1c2ccccc2CCc2ccccc12)C | 1 |
CO/N=C(C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(O)=O)CSC3=NC(=O)C(=O)NN3C)/c4csc(N)n4 | 1 |
N1(Cc2cccc(OCCCNc3ccccn3)c2)CCCCC1 | 1 |
OC12c3c(Oc4c(C)cccc4C2CNCC1)cccc3 | 1 |
[O-][N+](C1=CC=NC1NCCSCc2ncccc2Br)=O | 1 |
c12c3c(C(NC(C)=O)CCc2cc(c(c1OC)OC)OC)cc(=O)c(cc3)OC | 1 |
C1CCN(CC1)Cc1cc(OCCCO)ccc1 | 1 |
Cc1ncsc1CCCl | 1 |
CCN(CC)C(=O)Nc1ccc(OCC(O)CNC(C)(C)C)c(c1)C(C)=O | 1 |
ClCC(F)(F)F | 1 |
CN1C(=O)c2c(cccc2Cl)n2cnc(c2C1)c1noc(n1)C(C)C | 1 |
CO[C@]1(NC(=O)Cc2sccc2)[C@H]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O | 1 |
NC(CC=C)c1ccccc1c2noc3c2cccc3 | 1 |
OC1C(N2CCC1)=NC(C)=C(CCN3CCC(CC3)c4c5ccc(F)cc5on4)C2=O | 1 |
CC(=O)Nc1ccc(O)cc1 | 1 |
CC(=O)Oc1ccccc1C(O)=O | 0 |
O=C1N=CN=C2NNC=C12 | 0 |
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MoleculeNet BBBP
BBBP (Blood-Brain Barrier Penetration) dataset [1], part of MoleculeNet [2] benchmark. It is intended to be used through scikit-fingerprints library.
The task is to predict blood-brain barrier penetration (barrier permeability) of small drug-like molecules.
| Characteristic | Description |
|---|---|
| Tasks | 1 |
| Task type | classification |
| Total samples | 2039 |
| Recommended split | scaffold |
| Recommended metric | AUROC |
References
[1] Ines Filipa Martins et al. "A Bayesian Approach to in Silico Blood-Brain Barrier Penetration Modeling" J. Chem. Inf. Model. 2012, 52, 6, 1686–1697 https://pubs.acs.org/doi/10.1021/ci300124c
[2] Wu, Zhenqin, et al. "MoleculeNet: a benchmark for molecular machine learning." Chemical Science 9.2 (2018): 513-530 https://pubs.rsc.org/en/content/articlelanding/2018/sc/c7sc02664a
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