3-(2-Phenylindole-3-yl)-4-(3,4,5-trimethoxyphenyl)-1H-pyrrole-2,5-dione

ID: ALA371449

Chembl Id: CHEMBL371449

PubChem CID: 11612199

Max Phase: Preclinical

Molecular Formula: C27H22N2O5

Molecular Weight: 454.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2=C(c3c(-c4ccccc4)[nH]c4ccccc34)C(=O)NC2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C27H22N2O5/c1-32-19-13-16(14-20(33-2)25(19)34-3)21-23(27(31)29-26(21)30)22-17-11-7-8-12-18(17)28-24(22)15-9-5-4-6-10-15/h4-14,28H,1-3H3,(H,29,30,31)

Standard InChI Key:  IVQBEBYGAUOXFN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA371449

   3-(2-phenyl-1H-indol-3-yl)-4-(3,4,5-trimethoxyphenyl)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: 454.48

Molecular Weight (Monoisotopic): 454.1529

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 89.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: ┄

CX LogP: 3.89

CX LogD: 3.89

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: 0.18

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