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

ID: ALA372944

Chembl Id: CHEMBL372944

PubChem CID: 11681623

Max Phase: Preclinical

Molecular Formula: C19H17NO5

Molecular Weight: 339.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2=C(c3ccccc3)C(=O)NC2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H17NO5/c1-23-13-9-12(10-14(24-2)17(13)25-3)16-15(18(21)20-19(16)22)11-7-5-4-6-8-11/h4-10H,1-3H3,(H,20,21,22)

Standard InChI Key:  XSDNMFXQWUKTIX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA372944

   3-Phenyl-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: 339.35

Molecular Weight (Monoisotopic): 339.1107

AlogP: 2.28

#Rotatable Bonds: 5

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: 0.17

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