6-acetyl-7-(benzyloxy)-2H-chromen-2-one

ID: ALA1290010

Chembl Id: CHEMBL1290010

PubChem CID: 52943614

Max Phase: Preclinical

Molecular Formula: C18H14O4

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1cc2ccc(=O)oc2cc1OCc1ccccc1

Standard InChI:  InChI=1S/C18H14O4/c1-12(19)15-9-14-7-8-18(20)22-16(14)10-17(15)21-11-13-5-3-2-4-6-13/h2-10H,11H2,1H3

Standard InChI Key:  KGCGFZVCFSWNLQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1290010

   6-acetyl-7-(benzyloxy)-2H-chromen-2-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: 294.31

Molecular Weight (Monoisotopic): 294.0892

AlogP: 3.57

#Rotatable Bonds: 4

Polar Surface Area: 56.51

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: -0.04

References

1. Maresca A, Scozzafava A, Supuran CT..  (2010)  7,8-disubstituted- but not 6,7-disubstituted coumarins selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic ones I and II in the low nanomolar/subnanomolar range.,  20  (24): [PMID:21067924] [10.1016/j.bmcl.2010.10.094]

Source

Source(1):

• Scientific Literature