CHEBI:7496 - nelfinavir

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ChEBI Name nelfinavir
ChEBI ID CHEBI:7496
Definition An aryl sulfide that is used (as its mesylate salt) for treatment of HIV and also exhibits some anticancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB8213806, ZINC000003833846
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Nelfinavir, sold under the brand name Viracept, is an antiretroviral medication used in the treatment of HIV/AIDS. Nelfinavir belongs to the class of drugs known as protease inhibitors (PIs) and like other PIs is almost always used in combination with other antiretroviral drugs. Nelfinavir is an orally bioavailable human immunodeficiency virus HIV-1 protease inhibitor (Ki = 2 nM) and is widely prescribed in combination with HIV reverse transcriptase inhibitors for the treatment of HIV infection. It was patented in 1992 and approved for medical use in 1997.
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Formula C32H45N3O4S
Net Charge 0
Average Mass 567.78200
Monoisotopic Mass 567.31308
InChI InChI=1S/C32H45N3O4S/c1-21-25(15-10-16-28(21)36)30(38)33-26(20-40-24-13-6-5-7-14-24)29(37)19-35-18-23-12-9-8-11-22(23)17-27(35)31(39)34-32(2,3)4/h5-7,10,13-16,22-23,26-27,29,36-37H,8-9,11-12,17-20H2,1-4H3,(H,33,38)(H,34,39)/t22-,23+,26-,27-,29+/m0/s1
InChIKey QAGYKUNXZHXKMR-HKWSIXNMSA-N
SMILES Cc1c(O)cccc1C(=O)N[C@@H](CSc1ccccc1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): HIV protease inhibitor
An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing nelfinavir (CHEBI:7496) has role antineoplastic agent (CHEBI:35610)
nelfinavir (CHEBI:7496) has role HIV protease inhibitor (CHEBI:35660)
nelfinavir (CHEBI:7496) is a aryl sulfide (CHEBI:35683)
nelfinavir (CHEBI:7496) is a benzamides (CHEBI:22702)
nelfinavir (CHEBI:7496) is a organic heterobicyclic compound (CHEBI:27171)
nelfinavir (CHEBI:7496) is a phenols (CHEBI:33853)
nelfinavir (CHEBI:7496) is a secondary alcohol (CHEBI:35681)
nelfinavir (CHEBI:7496) is a tertiary amino compound (CHEBI:50996)
nelfinavir (CHEBI:7496) is conjugate base of nelfinavir(1+) (CHEBI:78767)
Incoming nelfinavir(1+) (CHEBI:78767) is conjugate acid of nelfinavir (CHEBI:7496)
IUPAC Name
(3S,4aS,8aS)-N-tert-butyl-2-[(2R,3R)-2-hydroxy-3-[(3-hydroxy-2-methylbenzoyl)amino]-4-(phenylsulfanyl)butyl]decahydroisoquinoline-3-carboxamide
INN Source
nelfinavir KEGG DRUG
Manual Xrefs Databases
1893 DrugCentral
1UN PDBeChem
C07257 KEGG COMPOUND
D08259 KEGG DRUG
DB00220 DrugBank
HMDB0014365 HMDB
LSM-5819 LINCS
Nelfinavir Wikipedia
View more database links
Registry Numbers Types Sources
159989-64-7 CAS Registry Number ChemIDplus
7419619 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
22 February 2017
General Comment
2014-06-10 Nelfinavir can be found in blood and urine samples of individuals who have taken this drug.