3,4-diphenyl-1H-pyrrole-2,5-dione

ID: ALA201949

Chembl Id: CHEMBL201949

Cas Number: 31295-36-0

PubChem CID: 2752461

Max Phase: Preclinical

Molecular Formula: C16H11NO2

Molecular Weight: 249.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(c2ccccc2)=C1c1ccccc1

Standard InChI:  InChI=1S/C16H11NO2/c18-15-13(11-7-3-1-4-8-11)14(16(19)17-15)12-9-5-2-6-10-12/h1-10H,(H,17,18,19)

Standard InChI Key:  WADCPEMKIBAJHH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA201949

   3,4-diphenyl-1H-pyrrole-2,5-dione

Molecule Features

Natural Product: Yes

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: 249.27

Molecular Weight (Monoisotopic): 249.0790

AlogP: 2.25

#Rotatable Bonds: 2

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: ┄

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: -0.05

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]

2. Moon JT, Jeon JY, Park HA, Noh YS, Lee KT, Kim J, Choo DJ, Lee JY..  (2010)  Synthesis and PGE(2) production inhibition of 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives.,  20  (2): [PMID:20004572] [10.1016/j.bmcl.2009.11.067]

Source

Source(1):

• Scientific Literature