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CHEBI:131174 - navitoclax

ChEBI IDCHEBI:131174
ChEBI Namenavitoclax
Stars
DefinitionA N-sulfonylcarboxamide resulting from the formal condensation of the carboxy group of 4-{4-[(4'-chloro-4,4-dimethyl-3,4,5,6-tetrahydro[biphenyl]-2-yl)methyl]piperazin-1-yl}benzoic acid with the amino group of 4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide. It is a BH3-mimetic drug which targets the anti-apoptotic B-cell lymphoma-2 (BCL-2) family proteins, including BCL-2, BCL-xL, and BCL-w, and induces apoptosis in cancer cells. Currently under clinical investigation as treatment for solid tumors and hematologic malignancies.
Secondary ChEBI IDCHEBI:94128
Last Modified23 November 2020
DownloadsMolfile
FormulaC47H55ClF3N5O6S3
Net Charge0
Average Mass974.634
Monoisotopic Mass973.29551
SMILESCC1(C)CCC(c2ccc(Cl)cc2)=C(CN2CCN(c3ccc(C(=O)NS(=O)(=O)c4ccc(N[C@H](CCN5CCOCC5)CSc5ccccc5)c(S(=O)(=O)C(F)(F)F)c4)cc3)CC2)C1
InChIInChI=1S/C47H55ClF3N5O6S3/c1-46(2)20-18-42(34-8-12-37(48)13-9-34)36(31-46)32-55-22-24-56(25-23-55)39-14-10-35(11-15-39)45(57)53-65(60,61)41-16-17-43(44(30-41)64(58,59)47(49,50)51)52-38(19-21-54-26-28-62-29-27-54)33-63-40-6-4-3-5-7-40/h3-17,30,38,52H,18-29,31-33H2,1-2H3,(H,53,57)/t38-/m1/s1
InChIKeyJLYAXFNOILIKPP-KXQOOQHDSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
B-cell lymphoma 2 inhibitor  Any inhibitor of B-cell lymphoma 2 protein.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
navitoclax (CHEBI:131174) has role antineoplastic agent (CHEBI:35610)
navitoclax (CHEBI:131174) has role apoptosis inducer (CHEBI:68495)
navitoclax (CHEBI:131174) has role B-cell lymphoma 2 inhibitor (CHEBI:133022)
navitoclax (CHEBI:131174) is a N-sulfonylcarboxamide (CHEBI:90852)
navitoclax (CHEBI:131174) is a aryl sulfide (CHEBI:35683)
navitoclax (CHEBI:131174) is a monochlorobenzenes (CHEBI:83403)
navitoclax (CHEBI:131174) is a morpholines (CHEBI:38785)
navitoclax (CHEBI:131174) is a organofluorine compound (CHEBI:37143)
navitoclax (CHEBI:131174) is a piperazines (CHEBI:26144)
navitoclax (CHEBI:131174) is a secondary amino compound (CHEBI:50995)
navitoclax (CHEBI:131174) is a sulfone (CHEBI:35850)
navitoclax (CHEBI:131174) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
4-{4-[(4'-chloro-4,4-dimethyl-3,4,5,6-tetrahydro[biphenyl]-2-yl)methyl]piperazin-1-yl}-N-[(4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-[(trifluoromethyl)sulfonyl]phenyl)sulfonyl]benzamide
INNs  Source
navitoclaxWHO MedNet
navitoclaxWHO MedNet
navitoclaxWHO MedNet
navitoclaxumWHO MedNet
Synonyms  Source
ABT 263ChemIDplus
A-855071.0ChemIDplus
ABT263ChEBI
ABT-263ChemIDplus
Manual XrefsDatabases
LSM-4738LINCS
LSM-42776LINCS
DB12340DrugBank
D09935KEGG DRUG
NavitoclaxWikipedia
1XJPDBeChem
21864722ChemSpider
Registry NumbersSources
CAS:923564-51-6ChemIDplus
Citations