CHEBI:141969 - tipifarnib

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ChEBI Name tipifarnib
ChEBI ID CHEBI:141969
Definition A quinolone that is 1-methylquinolin-2-one which carries a 3-chlorophenyl and an amino(4-chlorophenyl)(1-methyl-imidazol-5-yl)methyl groups at the 4 and 6 positions, respectively (the R-isomer).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H22Cl2N4O
Net Charge 0
Average Mass 489.397
Monoisotopic Mass 488.11707
InChI InChI=1S/C27H22Cl2N4O/c1-32-16-31-15-25(32)27(30,18-6-9-20(28)10-7-18)19-8-11-24-23(13-19)22(14-26(34)33(24)2)17-4-3-5-21(29)12-17/h3-16H,30H2,1-2H3/t27-/m1/s1
InChIKey PLHJCIYEEKOWNM-HHHXNRCGSA-N
SMILES C1(C=C(C2=C(N1C)C=CC(=C2)[C@](C=3C=CC(=CC3)Cl)(C4=CN=CN4C)N)C=5C=C(C=CC5)Cl)=O
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): EC 2.5.1.58 (protein farnesyltransferase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein farnesyltransferase (EC 2.5.1.58), one of the three enzymes in the prenyltransferase group.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing tipifarnib (CHEBI:141969) has role antineoplastic agent (CHEBI:35610)
tipifarnib (CHEBI:141969) has role apoptosis inducer (CHEBI:68495)
tipifarnib (CHEBI:141969) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133)
tipifarnib (CHEBI:141969) is a imidazoles (CHEBI:24780)
tipifarnib (CHEBI:141969) is a monochlorobenzenes (CHEBI:83403)
tipifarnib (CHEBI:141969) is a primary amino compound (CHEBI:50994)
tipifarnib (CHEBI:141969) is a quinolone (CHEBI:23765)
IUPAC Name
6-[(R)-amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methylquinolin-2(1H)-one
INNs Sources
tipifarnib WHO MedNet
tipifarnib WHO MedNet
tipifarnib WHO MedNet
tipifarnibum WHO MedNet
Synonyms Sources
(+)-(R)-6-[amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone ChEBI
(R)-6-(amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl)-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone ChemIDplus
R-115777 DrugBank
R115777 DrugBank
Brand Name Source
Zarnestra DrugBank
Manual Xrefs Databases
D03720 KEGG DRUG
DB04960 DrugBank
Tipifarnib Wikipedia
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Registry Numbers Types Sources
192185-72-1 CAS Registry Number ChemIDplus
9734901 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12065441 PubMed citation Europe PMC
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Last Modified
29 August 2018