(S)-2-cyclohexyl-2-hydroxy-2-phenyl-N-((1R,5S,6s)-3-p-tolyl-3-aza-bicyclo[3.1.0]hexan-6-yl)acetamide

ID: ALA404846

Chembl Id: CHEMBL404846

PubChem CID: 44455281

Max Phase: Preclinical

Molecular Formula: C26H32N2O2

Molecular Weight: 404.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N2C[C@@H]3[C@H](C2)[C@H]3NC(=O)C(O)(c2ccccc2)C2CCCCC2)cc1

Standard InChI:  InChI=1S/C26H32N2O2/c1-18-12-14-21(15-13-18)28-16-22-23(17-28)24(22)27-25(29)26(30,19-8-4-2-5-9-19)20-10-6-3-7-11-20/h2,4-5,8-9,12-15,20,22-24,30H,3,6-7,10-11,16-17H2,1H3,(H,27,29)/t22-,23+,24+,26?

Standard InChI Key:  RRPNHEZEDXDNBE-CFRFYICYSA-N

Alternative Forms

1. Parent:

   

   ALA404846

   2-cyclohexyl-2-hydroxy-N-[(1S,5R)-3-(4-methylphenyl)-3-azabicyclo[3.1.0]hexan-6-yl]-2-phenylacetamide

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: 404.55

Molecular Weight (Monoisotopic): 404.2464

AlogP: 4.01

#Rotatable Bonds: 5

Polar Surface Area: 52.57

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: 4.97

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.79

Np Likeness Score: -0.46

References

1. Lewis LM, Sheffler D, Williams R, Bridges TM, Kennedy JP, Brogan JT, Mulder MJ, Williams L, Nalywajko NT, Niswender CM, Weaver CD, Conn PJ, Lindsley CW..  (2008)  Synthesis and SAR of selective muscarinic acetylcholine receptor subtype 1 (M1 mAChR) antagonists.,  18  (3): [PMID:18178088] [10.1016/j.bmcl.2007.12.051]

2. Miller NR, Daniels RN, Lee D, Conn PJ, Lindsley CW..  (2010)  Synthesis and SAR of N-(4-(4-alklylpiperazin-1-yl)phenyl)benzamides as muscarinic acetylcholine receptor subtype 1 (M1) anatgonists.,  20  (7): [PMID:20202841] [10.1016/j.bmcl.2010.02.041]

Source

Source(1):

• Scientific Literature