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

ID: ALA201264

Chembl Id: CHEMBL201264

PubChem CID: 11494006

Max Phase: Preclinical

Molecular Formula: C20H16N2O4

Molecular Weight: 348.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=C(c3c[nH]c4ccccc34)C(=O)NC2=O)cc1OC

Standard InChI:  InChI=1S/C20H16N2O4/c1-25-15-8-7-11(9-16(15)26-2)17-18(20(24)22-19(17)23)13-10-21-14-6-4-3-5-12(13)14/h3-10,21H,1-2H3,(H,22,23,24)

Standard InChI Key:  XYZMTWPLQIFNDJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA201264

   3-(indole-3-yl)-4-(3,4-dimethoxyphenyl)-1H-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: 348.36

Molecular Weight (Monoisotopic): 348.1110

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 80.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: 0.16

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