CHEBI:47097 - lonafarnib

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name lonafarnib
ChEBI ID CHEBI:47097
Definition A 4-{2-[4-(3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)piperidin-1-yl]-2-oxoethyl}piperidine-1-carboxamide that has R configuration. It is used as oral farnesyltransferase inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C27H31Br2ClN4O2
Net Charge 0
Average Mass 638.822
Monoisotopic Mass 636.05023
InChI InChI=1S/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1
InChIKey DHMTURDWPRKSOA-RUZDIDTESA-N
SMILES C=12CCC=3C=C(C=C(C3[C@H](C1N=CC(=C2)Br)C4CCN(CC4)C(=O)CC5CCN(CC5)C(N)=O)Br)Cl
Roles Classification
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lonafarnib (CHEBI:47097) has role antineoplastic agent (CHEBI:35610)
lonafarnib (CHEBI:47097) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133)
lonafarnib (CHEBI:47097) is a 4-{2-[4-(3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)piperidin-1-yl]-2-oxoethyl}piperidine-1-carboxamide (CHEBI:90678)
IUPAC Name
4-(2-{4-[(11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl]piperidin-1-yl}-2-oxoethyl)piperidine-1-carboxamide
INNs Sources
lonafarnib WHO MedNet
lonafarnib WHO MedNet
lonafarnib WHO MedNet
lonafarnibum WHO MedNet
Synonym Source
SCH 66336 ChEBI
Manual Xrefs Databases
336 PDBeChem
D04768 KEGG DRUG
Lonafarnib Wikipedia
View more database links
Registry Numbers Types Sources
193275-84-2 CAS Registry Number ChemIDplus
8244925 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10379665 PubMed citation Europe PMC
11120601 PubMed citation Europe PMC
16732721 PubMed citation Europe PMC
17966839 PubMed citation Europe PMC
22620979 PubMed citation Europe PMC
23897869 PubMed citation Europe PMC
25853815 PubMed citation Europe PMC
26033044 PubMed citation Europe PMC
26189433 PubMed citation Europe PMC
26189435 PubMed citation Europe PMC
9810004 PubMed citation Europe PMC
Last Modified
21 April 2016