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

ID: ALA202196

Chembl Id: CHEMBL202196

PubChem CID: 11151910

Max Phase: Preclinical

Molecular Formula: C22H14N2O2

Molecular Weight: 338.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(c2c[nH]c3ccccc23)=C1c1cccc2ccccc12

Standard InChI:  InChI=1S/C22H14N2O2/c25-21-19(16-10-5-7-13-6-1-2-8-14(13)16)20(22(26)24-21)17-12-23-18-11-4-3-9-15(17)18/h1-12,23H,(H,24,25,26)

Standard InChI Key:  PGWGUIYFBIXWOQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA202196

   3-(1H-indol-3-yl)-4-naphthalen-1-ylpyrrole-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: 338.37

Molecular Weight (Monoisotopic): 338.1055

AlogP: 3.89

#Rotatable Bonds: 2

Polar Surface Area: 61.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: 0.01

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