2-(4-Hydroxy-phenyl)-3-methoxy-chromen-4-one

ID: ALA163196

Chembl Id: CHEMBL163196

PubChem CID: 13983725

Max Phase: Preclinical

Molecular Formula: C16H12O4

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(-c2ccc(O)cc2)oc2ccccc2c1=O

Standard InChI:  InChI=1S/C16H12O4/c1-19-16-14(18)12-4-2-3-5-13(12)20-15(16)10-6-8-11(17)9-7-10/h2-9,17H,1H3

Standard InChI Key:  CDQGCHBSQIWYES-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA163196

   2-(4-hydroxyphenyl)-3-methoxy-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: 268.27

Molecular Weight (Monoisotopic): 268.0736

AlogP: 3.17

#Rotatable Bonds: 2

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.55

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.50

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: 0.72

References

1. De Meyer N, Haemers A, Mishra L, Pandey HK, Pieters LA, Vanden Berghe DA, Vlietinck AJ..  (1991)  4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity.,  34  (2): [PMID:1847431] [10.1021/jm00106a039]

2. Estévez-Sarmiento F, Said M, Brouard I, León F, García C, Quintana J, Estévez F..  (2017)  3'-Hydroxy-3,4'-dimethoxyflavone blocks tubulin polymerization and is a potent apoptotic inducer in human SK-MEL-1 melanoma cells.,  25  (21): [PMID:29032930] [10.1016/j.bmc.2017.09.043]

Source

Source(1):

• Scientific Literature