(R)-2-cyclopentyl-2-hydroxy-2-phenyl-N-((1S,5R,6s)-3-(thiophen-2-ylmethyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)acetamide

ID: ALA249005

Chembl Id: CHEMBL249005

PubChem CID: 9978073

Max Phase: Preclinical

Molecular Formula: C23H28N2O2S

Molecular Weight: 396.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1[C@@H]2CN(Cc3cccs3)C[C@@H]21)C(O)(c1ccccc1)C1CCCC1

Standard InChI:  InChI=1S/C23H28N2O2S/c26-22(23(27,17-9-4-5-10-17)16-7-2-1-3-8-16)24-21-19-14-25(15-20(19)21)13-18-11-6-12-28-18/h1-3,6-8,11-12,17,19-21,27H,4-5,9-10,13-15H2,(H,24,26)/t19-,20+,21+,23?

Standard InChI Key:  LXIALTLABOSJMM-ZMBSYCPLSA-N

Alternative Forms

1. Parent:

   

   ALA249005

   (R)-2-cyclopentyl-2-hydroxy-2-phenyl-N-((1S,5R,6s)-3-(thiophen-2-ylmethyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)acetamide

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: 396.56

Molecular Weight (Monoisotopic): 396.1871

AlogP: 3.37

#Rotatable Bonds: 6

Polar Surface Area: 52.57

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: 8.30

CX LogP: 3.33

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -0.95

References

1. Kumar N, Kaur K, Aeron S, Dharmarajan S, Silamkoti AD, Mehta A, Gupta S, Chugh A, Gupta JB, Salman M, Palle VP, Cliffe IA..  (2007)  Synthesis and optimization of novel and selective muscarinic M(3) receptor antagonists.,  17  (18): [PMID:17629699] [10.1016/j.bmcl.2007.06.081]

Source

Source(1):

• Scientific Literature