(S)-3-amino-1-(4-fluorophenyl)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride

ID: ALA483666

Chembl Id: CHEMBL483666

PubChem CID: 44582918

Max Phase: Preclinical

Molecular Formula: C13H16Cl2FN3O

Molecular Weight: 247.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.N[C@@H](Cc1c[nH]cn1)C(=O)Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C13H14FN3O.2ClH/c14-10-3-1-9(2-4-10)5-13(18)12(15)6-11-7-16-8-17-11;;/h1-4,7-8,12H,5-6,15H2,(H,16,17);2*1H/t12-;;/m0../s1

Standard InChI Key:  VAROLEHOXMYFIN-LTCKWSDVSA-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: 247.27

Molecular Weight (Monoisotopic): 247.1121

AlogP: 1.23

#Rotatable Bonds: 5

Polar Surface Area: 71.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: 7.54

CX LogP: 1.30

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -0.62

References

1. Abdo MR, Joseph P, Boigegrain RA, Liautard JP, Montero JL, Köhler S, Winum JY..  (2007)  Brucella suis histidinol dehydrogenase: synthesis and inhibition studies of a series of substituted benzylic ketones derived from histidine.,  15  (13): [PMID:17481905] [10.1016/j.bmc.2007.04.027]

2. Joseph P, Abdo MR, Boigegrain RA, Montero JL, Winum JY, Köhler S..  (2007)  Targeting of the Brucella suis virulence factor histidinol dehydrogenase by histidinol analogues results in inhibition of intramacrophagic multiplication of the pathogen.,  51  (10): [PMID:17698620] [10.1128/aac.00572-07]

Source

Source(1):

• Scientific Literature