1-Hydroxy-3,4-bis-(1H-indol-3-yl)-pyrrole-2,5-dione

ID: ALA291546

Chembl Id: CHEMBL291546

Cas Number: 137108-08-8

PubChem CID: 5327653

Max Phase: Preclinical

Molecular Formula: C20H13N3O3

Molecular Weight: 343.34

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1C(c2c[nH]c3ccccc23)=C(c2c[nH]c3ccccc23)C(=O)N1O

Standard InChI:  InChI=1S/C20H13N3O3/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23(19)26)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22,26H

Standard InChI Key:  STOYHVQKKWVYFE-UHFFFAOYSA-N

Alternative Forms

Associated Targets(non-human)

Prkcg Protein kinase C gamma (137 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
walK Sensor protein kinase WalK (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 343.34Molecular Weight (Monoisotopic): 343.0957AlogP: 3.32#Rotatable Bonds: 2
Polar Surface Area: 89.19Molecular Species: NEUTRALHBA: 3HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 7.32CX Basic pKa: CX LogP: 2.89CX LogD: 2.56
Aromatic Rings: 4Heavy Atoms: 26QED Weighted: 0.39Np Likeness Score: 0.29

References

1. Davis PD, Hill CH, Lawton G, Nixon JS, Wilkinson SE, Hurst SA, Keech E, Turner SE..  (1992)  Inhibitors of protein kinase C. 1. 2,3-Bisarylmaleimides.,  35  (1): [PMID:1732526] [10.1021/jm00079a024]
2. Wilke KE, Fihn CA, Carlson EE..  (2018)  Screening serine/threonine and tyrosine kinase inhibitors for histidine kinase inhibition.,  26  (19): [PMID:29706527] [10.1016/j.bmc.2018.04.047]

Source