8-Methyl-3-(4-nitro-phenylcarbamoyloxy)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

ID: ALA163614

Chembl Id: CHEMBL163614

PubChem CID: 44375598

Max Phase: Preclinical

Molecular Formula: C17H21N3O6

Molecular Weight: 363.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)C1C2CC[C@H](C[C@@H]1OC(=O)Nc1ccc([N+](=O)[O-])cc1)N2C

Standard InChI:  InChI=1S/C17H21N3O6/c1-19-12-7-8-13(19)15(16(21)25-2)14(9-12)26-17(22)18-10-3-5-11(6-4-10)20(23)24/h3-6,12-15H,7-9H2,1-2H3,(H,18,22)/t12-,13?,14+,15?/m1/s1

Standard InChI Key:  IVFPUHUDFWIBQR-JLVJUDLZSA-N

Associated Targets(non-human)

SLC6A3 Dopamine transporter (17 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 363.37Molecular Weight (Monoisotopic): 363.1430AlogP: 2.17#Rotatable Bonds: 4
Polar Surface Area: 111.01Molecular Species: BASEHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 12.44CX Basic pKa: 8.84CX LogP: 2.08CX LogD: 0.62
Aromatic Rings: 1Heavy Atoms: 26QED Weighted: 0.50Np Likeness Score: -0.11

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