(1R,3S)-N-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-N-methyl-3-propionamidocyclopentanecarboxamide

ID: ALA1834182

Chembl Id: CHEMBL1834182

PubChem CID: 56678754

Max Phase: Preclinical

Molecular Formula: C23H26N4O2

Molecular Weight: 390.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC(=O)N[C@H]1CC[C@@H](C(=O)N(C)c2ccc(-c3nc4ccccc4[nH]3)cc2)C1

Standard InChI:  InChI=1S/C23H26N4O2/c1-3-21(28)24-17-11-8-16(14-17)23(29)27(2)18-12-9-15(10-13-18)22-25-19-6-4-5-7-20(19)26-22/h4-7,9-10,12-13,16-17H,3,8,11,14H2,1-2H3,(H,24,28)(H,25,26)/t16-,17+/m1/s1

Standard InChI Key:  RTJMNSAZVWRLKF-SJORKVTESA-N

Associated Targets(Human)

FASN Tchem Fatty acid synthase (3390 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Fasn Fatty acid synthase (33 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: 390.49Molecular Weight (Monoisotopic): 390.2056AlogP: 3.89#Rotatable Bonds: 5
Polar Surface Area: 78.09Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 11.52CX Basic pKa: 5.16CX LogP: 3.08CX LogD: 3.08
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.69Np Likeness Score: -1.38

References

1. Kley JT, Mack J, Hamilton B, Scheuerer S, Redemann N..  (2011)  Discovery of BI 99179, a potent and selective inhibitor of type I fatty acid synthase with central exposure.,  21  (19): [PMID:21873051] [10.1016/j.bmcl.2011.07.083]
2.  (2017)  Cyclopentanecarboxamide derivatives, medicaments containing such compounds and their use,