3-(indole-3-yl)-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione

ID: ALA202504

Chembl Id: CHEMBL202504

PubChem CID: 15422870

Max Phase: Preclinical

Molecular Formula: C19H14N2O3

Molecular Weight: 318.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=C(c3c[nH]c4ccccc34)C(=O)NC2=O)cc1

Standard InChI:  InChI=1S/C19H14N2O3/c1-24-12-8-6-11(7-9-12)16-17(19(23)21-18(16)22)14-10-20-15-5-3-2-4-13(14)15/h2-10,20H,1H3,(H,21,22,23)

Standard InChI Key:  ARIVUBGTKLBGEN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA202504

   3-(1H-indol-3-yl)-4-(4-methoxyphenyl)pyrrole-2,5-dione

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: 318.33

Molecular Weight (Monoisotopic): 318.1004

AlogP: 2.74

#Rotatable Bonds: 3

Polar Surface Area: 71.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: 0.09

References

1. Peifer C, Stoiber T, Unger E, Totzke F, Schächtele C, Marmé D, Brenk R, Klebe G, Schollmeyer D, Dannhardt G..  (2006)  Design, synthesis, and biological evaluation of 3,4-diarylmaleimides as angiogenesis inhibitors.,  49  (4): [PMID:16480264] [10.1021/jm0580297]

Source

Source(1):

• Scientific Literature