2-Oxo-2H-chromene-3-carboxylic acid 1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl ester

ID: ALA185542

Chembl Id: CHEMBL185542

PubChem CID: 44393036

Max Phase: Preclinical

Molecular Formula: C19H11NO6

Molecular Weight: 349.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCN1C(=O)c2ccccc2C1=O)c1cc2ccccc2oc1=O

Standard InChI:  InChI=1S/C19H11NO6/c21-16-12-6-2-3-7-13(12)17(22)20(16)10-25-18(23)14-9-11-5-1-4-8-15(11)26-19(14)24/h1-9H,10H2

Standard InChI Key:  ZXMCBALBTKNVOX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA185542

   (1,3-Dioxoisoindol-2-yl)methyl 2-oxochromene-3-carboxylate

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: 349.30

Molecular Weight (Monoisotopic): 349.0586

AlogP: 2.20

#Rotatable Bonds: 3

Polar Surface Area: 93.89

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -0.61

References

1. Gobec S, Sova M, Kristan K, Rizner TL..  (2004)  Cinnamic acid esters as potent inhibitors of fungal 17beta-hydroxysteroid dehydrogenase--a model enzyme of the short-chain dehydrogenase/reductase superfamily.,  14  (15): [PMID:15225701] [10.1016/j.bmcl.2004.05.069]

Source

Source(1):

• Scientific Literature