N-(2-methyl-4-((2S,3'S)-2-methyl-1,3'-bipyrrolidin-1'-yl)phenyl)tetrahydro-2H-pyran-4-carboxamide

ID: ALA2441636

Chembl Id: CHEMBL2441636

PubChem CID: 25265516

Max Phase: Preclinical

Molecular Formula: C22H33N3O2

Molecular Weight: 371.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(N2CC[C@H](N3CCC[C@@H]3C)C2)ccc1NC(=O)C1CCOCC1

Standard InChI:  InChI=1S/C22H33N3O2/c1-16-14-19(24-11-7-20(15-24)25-10-3-4-17(25)2)5-6-21(16)23-22(26)18-8-12-27-13-9-18/h5-6,14,17-18,20H,3-4,7-13,15H2,1-2H3,(H,23,26)/t17-,20-/m0/s1

Standard InChI Key:  RIVHKFKXQNJYDP-PXNSSMCTSA-N

Alternative Forms

1. Parent:

   

   ALA2441636

   N-[2-methyl-4-[(3S)-3-[(2S)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]oxane-4-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: 371.53

Molecular Weight (Monoisotopic): 371.2573

AlogP: 3.42

#Rotatable Bonds: 4

Polar Surface Area: 44.81

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.84

CX LogP: 3.04

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.88

Np Likeness Score: -1.54

References

1. Gao Z, Hurst WJ, Czechtizky W, Francon D, Griebel G, Nagorny R, Pichat P, Schwink L, Stengelin S, Hendrix JA, George PG..  (2013)  Discovery of a potent, selective, and orally bioavailable histamine H3 receptor antagonist SAR110068 for the treatment of sleep-wake disorders.,  23  (22): [PMID:24076172] [10.1016/j.bmcl.2013.09.006]

Source

Source(1):

• Scientific Literature