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

ID: ALA380598

Chembl Id: CHEMBL380598

PubChem CID: 15422868

Max Phase: Preclinical

Molecular Formula: C18H12N2O2

Molecular Weight: 288.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(c2c[nH]c3ccccc23)=C1c1ccccc1

Standard InChI:  InChI=1S/C18H12N2O2/c21-17-15(11-6-2-1-3-7-11)16(18(22)20-17)13-10-19-14-9-5-4-8-12(13)14/h1-10,19H,(H,20,21,22)

Standard InChI Key:  HVQJGNALTWNDMX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA380598

   3-(3-indolyl)-4-phenyl-1H-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: 288.31

Molecular Weight (Monoisotopic): 288.0899

AlogP: 2.74

#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: 2.80

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: 0.13

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. Levy DE, Wang DX, Lu Q, Chen Z, Perumattam J, Xu YJ, Higaki J, Dong H, Liclican A, Laney M, Mavunkel B, Dugar S..  (2008)  Aryl-indolyl maleimides as inhibitors of CaMKIIdelta. Part 2: SAR of the amine tether.,  18  (7): [PMID:18334295] [10.1016/j.bmcl.2008.02.058]

Source

Source(1):

• Scientific Literature