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

ID: ALA202135

Chembl Id: CHEMBL202135

PubChem CID: 11536864

Max Phase: Preclinical

Molecular Formula: C18H15NO4

Molecular Weight: 309.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=C(c3ccccc3)C(=O)NC2=O)cc1OC

Standard InChI:  InChI=1S/C18H15NO4/c1-22-13-9-8-12(10-14(13)23-2)16-15(17(20)19-18(16)21)11-6-4-3-5-7-11/h3-10H,1-2H3,(H,19,20,21)

Standard InChI Key:  IDOQJBCQIOKYHU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA202135

   3-(3,4-Dimethoxyphenyl)-4-phenylpyrrole-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: 309.32

Molecular Weight (Monoisotopic): 309.1001

AlogP: 2.27

#Rotatable Bonds: 4

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: ┄

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: 0.02

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