4-[3-(4-Chloro-phenyl)-1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-prop-2-ynyl]-2-naphthalen-1-yl-benzonitrile

ID: ALA283051

Chembl Id: CHEMBL283051

PubChem CID: 44459819

Max Phase: Preclinical

Molecular Formula: C30H20ClN3O

Molecular Weight: 473.96

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cn1cncc1C(O)(C#Cc1ccc(Cl)cc1)c1ccc(C#N)c(-c2cccc3ccccc23)c1

Standard InChI:  InChI=1S/C30H20ClN3O/c1-34-20-33-19-29(34)30(35,16-15-21-9-13-25(31)14-10-21)24-12-11-23(18-32)28(17-24)27-8-4-6-22-5-2-3-7-26(22)27/h2-14,17,19-20,35H,1H3

Standard InChI Key:  RHTSWGZKPCQUKZ-UHFFFAOYSA-N

Associated Targets(Human)

FNTA Tclin Protein farnesyltransferase (3470 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PGGT1B Tchem Geranylgeranyl transferase type I beta subunit (110 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FNTA Tclin Protein farnesyl/geranylgeranyl transferase (143 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 473.96Molecular Weight (Monoisotopic): 473.1295AlogP: 6.05#Rotatable Bonds: 3
Polar Surface Area: 61.84Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.18CX Basic pKa: 5.87CX LogP: 6.10CX LogD: 6.09
Aromatic Rings: 5Heavy Atoms: 35QED Weighted: 0.32Np Likeness Score: -0.93

References

1. Lin NH, Wang L, Cohen J, Gu WZ, Frost D, Zhang H, Rosenberg S, Sham H..  (2003)  Synthesis and biological evaluation of 4-[3-biphenyl-2-yl-1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-prop-2-ynyl]-1-yl-benzonitrile as novel farnesyltransferase inhibitor.,  13  (7): [PMID:12657267] [10.1016/s0960-894x(03)00122-7]

Source