(6S)-3alpha-benzoyloxy-6beta-acetoxytropane

ID: ALA2323446

Chembl Id: CHEMBL2323446

PubChem CID: 71718669

Max Phase: Preclinical

Molecular Formula: C17H21NO4

Molecular Weight: 303.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@H]2C[C@@H](OC(=O)c3ccccc3)C[C@@H]1N2C

Standard InChI:  InChI=1S/C17H21NO4/c1-11(19)21-16-9-13-8-14(10-15(16)18(13)2)22-17(20)12-6-4-3-5-7-12/h3-7,13-16H,8-10H2,1-2H3/t13-,14+,15-,16-/m0/s1

Standard InChI Key:  DLIFIQGFJYIOIZ-FZKCQIBNSA-N

Alternative Forms

1. Parent:

   

   ALA2323446

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

Molecule Features

Natural Product: Yes

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: 303.36

Molecular Weight (Monoisotopic): 303.1471

AlogP: 2.01

#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: 8.22

CX LogP: 1.82

CX LogD: 0.94

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: 1.59

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