Lonafarnib
4-[2-[4-[(2R)-6,15-dibromo-13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl]piperidin-1-yl]-2-oxoethyl]piperidine-1-carboxamide
Molecular Identity
Lonafarnib
4-[2-[4-[(2R)-6,15-dibromo-13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl]piperidin-1-yl]-2-oxoethyl]piperidine-1-carboxamide
PubChem CID: 148195
Lonafarnib 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 that has R configuration. It is used as oral farnesyltransferase inhibitor. It has a role as an antineoplastic agent and an EC 2.5.1.58 (protein farnesyltransferase) inhibitor.
2D Structure
Properties
C27H31Br2ClN4O2
Molecular Formula
638.80
Molecular Weight
g/mol
638.0482
Exact Mass
Da
4.8
XLogP
Drug-like (Lipinski: < 5)
79.5
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
3
H-Bond Acceptors
790
Complexity
SMILES
Canonical SMILES
SMILES: C1CN(CCC1CC(=O)N2CCC(CC2)C3C4=C(CCC5=C3N=CC(=C5)Br)C=C(C=C4Br)Cl)C(=O)NIsomeric SMILES
SMILES: C1CN(CCC1CC(=O)N2CCC(CC2)[C@@H]3C4=C(CCC5=C3N=CC(=C5)Br)C=C(C=C4Br)Cl)C(=O)NSynonyms(20)
Lonafarnib193275-84-2SarasarSch 66336Sch66336Sch-66336ZokinvylonafarnibumIOW153004F4-(2-(4-(8-Chloro-3,10-dibromo-6,11-dihydro-5H-benzo-(5,6)-cyclohepta(1,2-b)-pyridin-11(R)-yl)-1-piperidinyl)-2-oxo-ethyl)-1-piperidinecarboxamide4-[2-[4-[(2R)-6,15-dibromo-13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl]piperidin-1-yl]-2-oxoethyl]piperidine-1-carboxamideCHEBI:47097DTXSID90172927NSC7194674-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(1,2)cyclohepta(2,4-b)pyridin-11-yl)piperidin-1-yl)-2-oxoethyl)piperidine-1-carboxamide
Data from PubChem (NCBI)
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