lonafarnib   Click here for help

GtoPdb Ligand ID: 8024

Synonyms: SCH 66336 | SCH-66336 | SCH66336 | Zokinvy®
Approved drug PDB Ligand
lonafarnib is an approved drug (FDA (2020), EMA (2022))
Compound class: Synthetic organic
Comment: Lonafarnib is an orally bioavailable molecule which inhibits farnesyl protein transferase, an enzyme that is responsible for catalysing the transfer of a 15-carbon isoprenoid group to a variety of cellular proteins including RAS [7].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 79.53
Molecular weight 636.05
XLogP 4.45
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1cc(Br)c2c(c1)CCc1c(C2C2CCN(CC2)C(=O)CC2CCN(CC2)C(=O)N)ncc(c1)Br
Isomeric SMILES Clc1cc(Br)c2c(c1)CCc1c([C@@H]2C2CCN(CC2)C(=O)CC2CCN(CC2)C(=O)N)ncc(c1)Br
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
InChI Key DHMTURDWPRKSOA-RUZDIDTESA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2020), EMA (2022))
IUPAC Name Click here for help
4-[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
International Nonproprietary Names Click here for help
INN number INN
8191 lonafarnib
Synonyms Click here for help
SCH 66336 | SCH-66336 | SCH66336 | Zokinvy®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9653475
Reactome Reaction Reactome logo R-HSA-9647987
Other databases
CAS Registry No. 193275-84-2
ChEMBL Ligand CHEMBL298734
DrugCentral Ligand 5414
GtoPdb PubChem SID 249565704
PubChem CID 148195
RCSB PDB Ligand 336
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UniChem Compound Search for chemical match using the InChIKey DHMTURDWPRKSOA-RUZDIDTESA-N
UniChem Connectivity Search for chemical match using the InChIKey DHMTURDWPRKSOA-RUZDIDTESA-N
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Lonafarnib (links to external site)
Cat. No. 6265