8-Methyl-3-phenylcarbamoyloxy-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

ID: ALA164409

Chembl Id: CHEMBL164409

PubChem CID: 44375562

Max Phase: Preclinical

Molecular Formula: C17H22N2O4

Molecular Weight: 318.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1C2CC[C@H](C[C@@H]1OC(=O)Nc1ccccc1)N2C

Standard InChI:  InChI=1S/C17H22N2O4/c1-19-12-8-9-13(19)15(16(20)22-2)14(10-12)23-17(21)18-11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3,(H,18,21)/t12-,13?,14+,15?/m1/s1

Standard InChI Key:  BBRZZTAAAPVISM-JLVJUDLZSA-N

Alternative Forms

1. Parent:

   

   ALA164409

   8-Methyl-3-phenylcarbamoyloxy-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl 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: 318.37

Molecular Weight (Monoisotopic): 318.1580

AlogP: 2.26

#Rotatable Bonds: 3

Polar Surface Area: 67.87

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.03

CX Basic pKa: 8.84

CX LogP: 2.14

CX LogD: 0.68

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: 0.32

References

1. Kline RH, Wright J, Eshleman AJ, Fox KM, Eldefrawi ME..  (1991)  Synthesis of 3-carbamoylecgonine methyl ester analogues as inhibitors of cocaine binding and dopamine uptake.,  34  (2): [PMID:1995895] [10.1021/jm00106a035]

Source

Source(1):

• Scientific Literature