(1R,3S)-3-(6-(dimethylamino)hexanamido)-N-methyl-N-(4-(1-methyl-1H-benzo[d]imidazol-2-yl)phenyl)cyclopentanecarboxamide

ID: ALA1834191

Chembl Id: CHEMBL1834191

PubChem CID: 56675409

Max Phase: Preclinical

Molecular Formula: C29H39N5O2

Molecular Weight: 489.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCCCCC(=O)N[C@H]1CC[C@@H](C(=O)N(C)c2ccc(-c3nc4ccccc4n3C)cc2)C1

Standard InChI:  InChI=1S/C29H39N5O2/c1-32(2)19-9-5-6-12-27(35)30-23-16-13-22(20-23)29(36)33(3)24-17-14-21(15-18-24)28-31-25-10-7-8-11-26(25)34(28)4/h7-8,10-11,14-15,17-18,22-23H,5-6,9,12-13,16,19-20H2,1-4H3,(H,30,35)/t22-,23+/m1/s1

Standard InChI Key:  CGYQYUCLJUDKAW-PKTZIBPZSA-N

Alternative Forms

1. Parent:

   

   ALA1834191

   (1R,3S)-3-[6-(dimethylamino)hexanoylamino]-N-methyl-N-[4-(1-methylbenzimidazol-2-yl)phenyl]cyclopentane-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: 489.66

Molecular Weight (Monoisotopic): 489.3104

AlogP: 4.61

#Rotatable Bonds: 10

Polar Surface Area: 70.47

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 3.91

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -1.26

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