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

ID: ALA1668626

Chembl Id: CHEMBL1668626

PubChem CID: 24988072

Max Phase: Preclinical

Molecular Formula: C11H14ClNO

Molecular Weight: 175.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC1CCc2ccccc2CC1=O

Standard InChI:  InChI=1S/C11H13NO.ClH/c12-10-6-5-8-3-1-2-4-9(8)7-11(10)13;/h1-4,10H,5-7,12H2;1H

Standard InChI Key:  YGGOSFPNPAAKEW-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: 175.23

Molecular Weight (Monoisotopic): 175.0997

AlogP: 1.07

#Rotatable Bonds: 0

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: 1.71

CX LogD: 1.05

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.60

Np Likeness Score: 0.50

References

1. Albrecht S, Al-Lakkis-Wehbe M, Orsini A, Defoin A, Pale P, Salomon E, Tarnus C, Weibel JM..  (2011)  Amino-benzosuberone: a novel warhead for selective inhibition of human aminopeptidase-N/CD13.,  19  (4): [PMID:21292493] [10.1016/j.bmc.2011.01.008]

2. 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]

3. 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]

4. Al-Lakkis-Wehbe M, Chaillou B, Defoin A, Albrecht S, Tarnus C..  (2013)  Synthesis of amino-hydroxy-benzocycloheptenones as potent, selective, non-peptidic dinuclear zinc metalloaminopeptidase inhibitors.,  21  (21): [PMID:24055078] [10.1016/j.bmc.2013.08.044]

Source

Source(1):

• Scientific Literature