BRECANAVIR

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Synonyms
Status
Molecule Category Free-form
UNII E367I8C7FI
EPA CompTox DTXSID10185296

Structure

InChI Key JORVRJNILJXMMG-OLNQLETPSA-N
Smiles Cc1nc(COc2ccc(C[C@H](NC(=O)O[C@H]3CO[C@H]4OCC[C@H]43)[C@H](O)CN(CC(C)C)S(=O)(=O)c3ccc4c(c3)OCO4)cc2)cs1
InChI
InChI=1S/C33H41N3O10S2/c1-20(2)14-36(48(39,40)25-8-9-29-30(13-25)45-19-44-29)15-28(37)27(35-33(38)46-31-17-43-32-26(31)10-11-41-32)12-22-4-6-24(7-5-22)42-16-23-18-47-21(3)34-23/h4-9,13,18,20,26-28,31-32,37H,10-12,14-17,19H2,1-3H3,(H,35,38)/t26-,27-,28+,31-,32+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C33H41N3O10S2
Molecular Weight 703.84
AlogP 3.87
Hydrogen Bond Acceptor 12.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 14.0
Polar Surface Area 154.98
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 48.0

Pharmacology

Mechanism of Action Action Reference
HIV-1 protease inhibitor INHIBITOR PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- - - 1.5e -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- - - 1.5e-05-0.0068 -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 50
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cryptococcus neoformans var. grubii H99
- - - 350 -
Homo sapiens
- - - - 50
Human immunodeficiency virus 1
0.18-3.8 0.2 - 1.5e-05-0.0068 -

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL206031
DrugBank DB04887
FDA SRS E367I8C7FI
PDB 385
PubChem 5743186
SureChEMBL SCHEMBL1533991
ZINC ZINC000003994828
CONTENTS