Acetic acid 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl ester

ID: ALA181316

Chembl Id: CHEMBL181316

Cas Number: 123549-15-5

PubChem CID: 44392248

Max Phase: Preclinical

Molecular Formula: C18H14O6

Molecular Weight: 326.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(OC(C)=O)cc2oc(-c3ccccc3)cc(=O)c2c1O

Standard InChI:  InChI=1S/C18H14O6/c1-10(19)23-15-9-14-16(17(21)18(15)22-2)12(20)8-13(24-14)11-6-4-3-5-7-11/h3-9,21H,1-2H3

Standard InChI Key:  JOBXQUQTWHMPER-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA181316

   7-(Acetyloxy)-5-hydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-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: 326.30

Molecular Weight (Monoisotopic): 326.0790

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 85.97

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.50

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: 1.21

References

1. Suresh Babu K, Hari Babu T, Srinivas PV, Sastry BS, Hara Kishore K, Murty US, Madhusudana Rao J..  (2005)  Synthesis and in vitro study of novel 7-O-acyl derivatives of Oroxylin A as antibacterial agents.,  15  (17): [PMID:16046127] [10.1016/j.bmcl.2005.05.045]

2. Phosrithong N, Samee W, Ungwitayatorn J.  (2012)  3D-QSAR studies of natural flavonoid compounds as reverse transcriptase inhibitors,  21  (5): [10.1007/s00044-011-9570-z]

Source

Source(1):

• Scientific Literature