(R)-(4-Fluoromethyl-phenyl)-hydroxy-phenyl-acetic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester

ID: ALA297276

Chembl Id: CHEMBL297276

PubChem CID: 10474247

Max Phase: Preclinical

Molecular Formula: C22H24FNO3

Molecular Weight: 369.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1CN2CCC1CC2)[C@@](O)(c1ccccc1)c1ccc(CF)cc1

Standard InChI:  InChI=1S/C22H24FNO3/c23-14-16-6-8-19(9-7-16)22(26,18-4-2-1-3-5-18)21(25)27-20-15-24-12-10-17(20)11-13-24/h1-9,17,20,26H,10-15H2/t20?,22-/m1/s1

Standard InChI Key:  WYNSCFORRAXQPA-LWMIZPGFSA-N

Alternative Forms

1. Parent:

   

   ALA297276

   (R)-(4-Fluoromethyl-phenyl)-hydroxy-phenyl-acetic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester

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: 369.44

Molecular Weight (Monoisotopic): 369.1740

AlogP: 3.03

#Rotatable Bonds: 5

Polar Surface Area: 49.77

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.04

CX Basic pKa: 8.76

CX LogP: 3.20

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.82

Np Likeness Score: 0.06

References

1. Kiesewetter DO, Silverton JV, Eckelman WC..  (1995)  Syntheses and biological properties of chiral fluoroalkyl quinuclidinyl benzilates.,  38  (10): [PMID:7752195] [10.1021/jm00010a016]

2. Kiesewetter DO, Silverton JV, Eckelman WC..  (1995)  Syntheses and biological properties of chiral fluoroalkyl quinuclidinyl benzilates.,  38  (10): [PMID:7752195] [10.1021/jm00010a016]

Source

Source(1):

• Scientific Literature