(rac)-7-Amino-4-(3,4,5-trimethoxyphenyl)-5,7,8,9-tetrahydrobenzocyclohepten-6-one hydrochloride

ID: ALA3597452

Chembl Id: CHEMBL3597452

PubChem CID: 122183599

Max Phase: Preclinical

Molecular Formula: C20H24ClNO4

Molecular Weight: 341.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cccc3c2CC(=O)C(N)CC3)cc(OC)c1OC.Cl

Standard InChI:  InChI=1S/C20H23NO4.ClH/c1-23-18-9-13(10-19(24-2)20(18)25-3)14-6-4-5-12-7-8-16(21)17(22)11-15(12)14;/h4-6,9-10,16H,7-8,11,21H2,1-3H3;1H

Standard InChI Key:  HAOXUGYJDXEFHV-UHFFFAOYSA-N

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: 341.41

Molecular Weight (Monoisotopic): 341.1627

AlogP: 2.76

#Rotatable Bonds: 4

Polar Surface Area: 70.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 2.89

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: 0.50

References

1. Revelant G, Al-Lakkis-Wehbe M, Schmitt M, Alavi S, Schmitt C, Roux L, Al-Masri M, Schifano-Faux N, Maiereanu C, Tarnus C, Albrecht S..  (2015)  Exploring S1 plasticity and probing S1' subsite of mammalian aminopeptidase N/CD13 with highly potent and selective aminobenzosuberone inhibitors.,  23  (13): [PMID:25982416] [10.1016/j.bmc.2015.04.066]

Source

Source(1):

• Scientific Literature