cis-N-[(hexahydro-1H-pyrrolizin-l-yl)methyl]-2,3-dihydro-3-(1-methylethyl)-2-oxo-lH-benzimidazole-l-carboxamide

ID: ALA201414

Chembl Id: CHEMBL201414

PubChem CID: 11596009

Max Phase: Preclinical

Molecular Formula: C19H26N4O2

Molecular Weight: 342.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1c(=O)n(C(=O)NC[C@@H]2CCN3CCC[C@@H]23)c2ccccc21

Standard InChI:  InChI=1S/C19H26N4O2/c1-13(2)22-16-6-3-4-7-17(16)23(19(22)25)18(24)20-12-14-9-11-21-10-5-8-15(14)21/h3-4,6-7,13-15H,5,8-12H2,1-2H3,(H,20,24)/t14-,15-/m0/s1

Standard InChI Key:  QLKYHAQZBFWRHO-GJZGRUSLSA-N

Alternative Forms

1. Parent:

   

   ALA201414

   cis-N-[(hexahydro-1H-pyrrolizin-l-yl)methyl]-2,3-dihydro-3-(1-methylethyl)-2-oxo-lH-benzimidazole-l-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: 342.44

Molecular Weight (Monoisotopic): 342.2056

AlogP: 2.43

#Rotatable Bonds: 3

Polar Surface Area: 59.27

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.98

CX LogP: 1.85

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.93

Np Likeness Score: -0.51

References

1. Becker DP, Flynn DL, Moormann AE, Nosal R, Villamil CI, Loeffler R, Gullikson GW, Moummi C, Yang DC..  (2006)  Pyrrolizidine esters and amides as 5-HT4 receptor agonists and antagonists.,  49  (3): [PMID:16451077] [10.1021/jm0509501]

Source

Source(1):

• Scientific Literature