(E)-3-Phenyl-acrylic acid 1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl ester

ID: ALA183456

Chembl Id: CHEMBL183456

Cas Number: 748812-30-8

PubChem CID: 950280

Max Phase: Preclinical

Molecular Formula: C18H13NO4

Molecular Weight: 307.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCN1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C18H13NO4/c20-16(11-10-13-6-2-1-3-7-13)23-12-19-17(21)14-8-4-5-9-15(14)18(19)22/h1-11H,12H2/b11-10+

Standard InChI Key:  NIJJDJGSTXBRTN-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA183456

   (1,3-dioxoisoindol-2-yl)methyl (E)-3-phenylprop-2-enoate

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: 307.31

Molecular Weight (Monoisotopic): 307.0845

AlogP: 2.50

#Rotatable Bonds: 4

Polar Surface Area: 63.68

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -0.22

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays