(6R)-3alpha-orthochlorobenzoyloxy-6beta-acetoxytropane

ID: ALA2321893

Chembl Id: CHEMBL2321893

PubChem CID: 71718668

Max Phase: Preclinical

Molecular Formula: C17H20ClNO4

Molecular Weight: 337.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H]2C[C@H](OC(=O)c3ccccc3Cl)C[C@@H]1N2C

Standard InChI:  InChI=1S/C17H20ClNO4/c1-10(20)22-16-8-11-7-12(9-15(16)19(11)2)23-17(21)13-5-3-4-6-14(13)18/h3-6,11-12,15-16H,7-9H2,1-2H3/t11-,12-,15-,16+/m0/s1

Standard InChI Key:  GMQDRAINJQKNMS-GVAFMPQTSA-N

Alternative Forms

1. Parent:

   

   ALA2321893

   [(1S,3S,5S,6R)-6-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-chlorobenzoate

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: 337.80

Molecular Weight (Monoisotopic): 337.1081

AlogP: 2.66

#Rotatable Bonds: 3

Polar Surface Area: 55.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.20

CX LogP: 2.43

CX LogD: 1.57

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: 1.05

References

1. Wang ZP, Liu HZ, Zhu L, Hu YM, Cui YY, Niu YY, Lu Y, Chen HZ..  (2013)  The effect of absolute configuration on activity, subtype selectivity (M3/M2) of 3α-acyloxy-6β-acetoxyltropane derivatives as muscarinic M3 receptor antagonists.,  21  (5): [PMID:23375092] [10.1016/j.bmc.2012.12.052]

Source

Source(1):

• Scientific Literature