rac-7-Amino-4-phenyl-5,7,8,9-tetrahydro-benzocyclohepten-6-one hydrochloride

ID: ALA1821978

Chembl Id: CHEMBL1821978

PubChem CID: 53494936

Max Phase: Preclinical

Molecular Formula: C17H18ClNO

Molecular Weight: 251.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC1CCc2cccc(-c3ccccc3)c2CC1=O

Standard InChI:  InChI=1S/C17H17NO.ClH/c18-16-10-9-13-7-4-8-14(15(13)11-17(16)19)12-5-2-1-3-6-12;/h1-8,16H,9-11,18H2;1H

Standard InChI Key:  QDLPFXRBZXAZRL-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: 251.33

Molecular Weight (Monoisotopic): 251.1310

AlogP: 2.74

#Rotatable Bonds: 1

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.96

CX LogP: 3.36

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: 0.39

References

1. Maiereanu C, Schmitt C, Schifano-Faux N, Le Nouën D, Defoin A, Tarnus C..  (2011)  A novel amino-benzosuberone derivative is a picomolar inhibitor of mammalian aminopeptidase N/CD13.,  19  (18): [PMID:21843945] [10.1016/j.bmc.2011.06.089]

2. Schmitt C, Voegelin M, Marin A, Schmitt M, Schegg F, Hénon P, Guenot D, Tarnus C..  (2013)  Selective aminopeptidase-N (CD13) inhibitors with relevance to cancer chemotherapy.,  21  (7): [PMID:23428964] [10.1016/j.bmc.2012.12.038]

3. 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