2-(5-Bromo-2-hydroxy-phenyl)-6-methyl-chromen-4-one

ID: ALA335086

Chembl Id: CHEMBL335086

Cas Number: 468060-99-3

PubChem CID: 1188139

Max Phase: Preclinical

Molecular Formula: C16H11BrO3

Molecular Weight: 331.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2oc(-c3cc(Br)ccc3O)cc(=O)c2c1

Standard InChI:  InChI=1S/C16H11BrO3/c1-9-2-5-15-11(6-9)14(19)8-16(20-15)12-7-10(17)3-4-13(12)18/h2-8,18H,1H3

Standard InChI Key:  ALGFQPMFHIDLFQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA335086

   2-(5-bromo-2-hydroxyphenyl)-6-methyl-4H-chromen-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: 331.17

Molecular Weight (Monoisotopic): 329.9892

AlogP: 4.24

#Rotatable Bonds: 1

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.84

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: 0.30

References

1. Kahnberg P, Lager E, Rosenberg C, Schougaard J, Camet L, Sterner O, Østergaard Nielsen E, Nielsen M, Liljefors T..  (2002)  Refinement and evaluation of a pharmacophore model for flavone derivatives binding to the benzodiazepine site of the GABA(A) receptor.,  45  (19): [PMID:12213060] [10.1021/jm020839k]

2. Nilsson J, Nielsen EØ, Liljefors T, Nielsen M, Sterner O..  (2008)  Azaflavones compared to flavones as ligands to the benzodiazepine binding site of brain GABA(A) receptors.,  18  (21): [PMID:18851913] [10.1016/j.bmcl.2008.09.092]

3. Singh M, Kaur M, Silakari O..  (2014)  Flavones: an important scaffold for medicinal chemistry.,  84  [PMID:25019478] [10.1016/j.ejmech.2014.07.013]

Source

Source(1):

• Scientific Literature