(3S)-3-Amino-4-(1H-imidazol-4-yl)-1-(naphthalen-2-yloxy)butan-2-one dihydrochloride

ID: ALA3219299

Chembl Id: CHEMBL3219299

PubChem CID: 90666293

Max Phase: Preclinical

Molecular Formula: C17H18ClN3O2

Molecular Weight: 295.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N[C@@H](Cc1c[nH]cn1)C(=O)COc1ccc2ccccc2c1

Standard InChI:  InChI=1S/C17H17N3O2.ClH/c18-16(8-14-9-19-11-20-14)17(21)10-22-15-6-5-12-3-1-2-4-13(12)7-15;/h1-7,9,11,16H,8,10,18H2,(H,19,20);1H/t16-;/m0./s1

Standard InChI Key:  VCAKMLNUVBGTGE-NTISSMGPSA-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: 295.34

Molecular Weight (Monoisotopic): 295.1321

AlogP: 2.08

#Rotatable Bonds: 6

Polar Surface Area: 81.00

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: 7.31

CX LogP: 1.82

CX LogD: 1.56

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -0.38

References

1. Turtaut F, Ouahrani-Bettache S, Montero J, Kohler S, Winum J.  (2011)  Synthesis and biological evaluation of a new class of anti-brucella compounds targeting histidinol dehydrogenase: -O-arylketones and -S-arylketones derived from histidine,  2  (10): [10.1039/C1MD00146A]

Source

Source(1):

• Scientific Literature