(1R,3S)-N-(4-(benzo[d]oxazol-2-yl)phenyl)-3-butyramido-N-methylcyclopentanecarboxamide

ID: ALA1834193

Chembl Id: CHEMBL1834193

PubChem CID: 56661663

Max Phase: Preclinical

Molecular Formula: C24H27N3O3

Molecular Weight: 405.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)N[C@H]1CC[C@@H](C(=O)N(C)c2ccc(-c3nc4ccccc4o3)cc2)C1

Standard InChI:  InChI=1S/C24H27N3O3/c1-3-6-22(28)25-18-12-9-17(15-18)24(29)27(2)19-13-10-16(11-14-19)23-26-20-7-4-5-8-21(20)30-23/h4-5,7-8,10-11,13-14,17-18H,3,6,9,12,15H2,1-2H3,(H,25,28)/t17-,18+/m1/s1

Standard InChI Key:  REFWNDCLNNSVJA-MSOLQXFVSA-N

Alternative Forms

1. Parent:

   

   ALA1834193

   (1R,3S)-N-[4-(1,3-benzoxazol-2-yl)phenyl]-3-(butanoylamino)-N-methylcyclopentane-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 405.50

Molecular Weight (Monoisotopic): 405.2052

AlogP: 4.54

#Rotatable Bonds: 6

Polar Surface Area: 75.44

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.20

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.49

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, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data