ID: ALA495187

Max Phase: Preclinical

Molecular Formula: C9H6ClNO2

Molecular Weight: 195.60

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]c2cccc(Cl)c2cc1O

Standard InChI:  InChI=1S/C9H6ClNO2/c10-6-2-1-3-7-5(6)4-8(12)9(13)11-7/h1-4,12H,(H,11,13)

Standard InChI Key:  ZSDKFSDQDDGDRA-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

Properties

Molecular Weight: 195.60

Molecular Weight (Monoisotopic): 195.0087

AlogP: 1.89

#Rotatable Bonds: 0

Polar Surface Area: 53.09

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.91

CX Basic pKa:

CX LogP: 1.95

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.67

Np Likeness Score: -0.37

References

1. Duplantier AJ, Becker SL, Bohanon MJ, Borzilleri KA, Chrunyk BA, Downs JT, Hu LY, El-Kattan A, James LC, Liu S, Lu J, Maklad N, Mansour MN, Mente S, Piotrowski MA, Sakya SM, Sheehan S, Steyn SJ, Strick CA, Williams VA, Zhang L..  (2009)  Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.,  52  (11): [PMID:19438227] [10.1021/jm900128w]

2. Lange JH, Venhorst J, van Dongen MJ, Frankena J, Bassissi F, de Bruin NM, den Besten C, de Beer SB, Oostenbrink C, Markova N, Kruse CG..  (2011)  Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.,  46  (10): [PMID:21880399] [10.1016/j.ejmech.2011.04.023]

3. Zimmermann SC, Rais R, Alt J, Burzynski C, Slusher BS, Tsukamoto T..  (2014)  Structure-Metabolism Relationships in the Glucuronidation of d-Amino Acid Oxidase Inhibitors.,  5  (11): [PMID:25408840] [10.1021/ml500335z]

Source

Source(1):

• Scientific Literature