2-(4-fluoro-phenyl)-7,8-dihydroxyquinolin-4(1H)-one

ID: ALA1800923

Chembl Id: CHEMBL1800923

PubChem CID: 49850776

Max Phase: Preclinical

Molecular Formula: C15H10FNO3

Molecular Weight: 271.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc(F)cc2)[nH]c2c(O)c(O)ccc12

Standard InChI:  InChI=1S/C15H10FNO3/c16-9-3-1-8(2-4-9)11-7-13(19)10-5-6-12(18)15(20)14(10)17-11/h1-7,18,20H,(H,17,19)

Standard InChI Key:  JEQXJPFSJZJMHP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1800923

   2-(4-fluorophenyl)-7,8-dihydroxy-1H-quinolin-4-one

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: 271.25

Molecular Weight (Monoisotopic): 271.0645

AlogP: 2.75

#Rotatable Bonds: 1

Polar Surface Area: 73.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.06

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.60

Np Likeness Score: 0.01

References

1. Liu X, Chan CB, Jang SW, Pradoldej S, Huang J, He K, Phun LH, France S, Xiao G, Jia Y, Luo HR, Ye K..  (2010)  A synthetic 7,8-dihydroxyflavone derivative promotes neurogenesis and exhibits potent antidepressant effect.,  53  (23): [PMID:21073191] [10.1021/jm101206p]

2. Liu X, Chan CB, Qi Q, Xiao G, Luo HR, He X, Ye K..  (2012)  Optimization of a small tropomyosin-related kinase B (TrkB) agonist 7,8-dihydroxyflavone active in mouse models of depression.,  55  (19): [PMID:22984948] [10.1021/jm301099x]

Source

Source(1):

• Scientific Literature