3-(3-Amino-phenylcarbamoyloxy)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

ID: ALA350155

Chembl Id: CHEMBL350155

PubChem CID: 44375615

Max Phase: Preclinical

Molecular Formula: C17H23N3O4

Molecular Weight: 333.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1C2CC[C@H](C[C@@H]1OC(=O)Nc1cccc(N)c1)N2C

Standard InChI:  InChI=1S/C17H23N3O4/c1-20-12-6-7-13(20)15(16(21)23-2)14(9-12)24-17(22)19-11-5-3-4-10(18)8-11/h3-5,8,12-15H,6-7,9,18H2,1-2H3,(H,19,22)/t12-,13?,14+,15?/m1/s1

Standard InChI Key:  KRQVCQKDOFNAHI-JLVJUDLZSA-N

Alternative Forms

1. Parent:

   

   ALA350155

   3-(3-Amino-phenylcarbamoyloxy)-8-methyl-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: 333.39

Molecular Weight (Monoisotopic): 333.1689

AlogP: 1.84

#Rotatable Bonds: 3

Polar Surface Area: 93.89

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.99

CX Basic pKa: 8.84

CX LogP: 1.31

CX LogD: -0.15

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: 0.24

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