ID: ALA3237342

Max Phase: Preclinical

Molecular Formula: C23H15Br2N3O2

Molecular Weight: 525.20

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=[N+]([O-])c1ccccc1C(c1c[nH]c2ccc(Br)cc12)c1c[nH]c2ccc(Br)cc12

Standard InChI:  InChI=1S/C23H15Br2N3O2/c24-13-5-7-20-16(9-13)18(11-26-20)23(15-3-1-2-4-22(15)28(29)30)19-12-27-21-8-6-14(25)10-17(19)21/h1-12,23,26-27H

Standard InChI Key:  RDFDYVPGHYYWKB-UHFFFAOYSA-N

Associated Targets(non-human)

Beta-glucuronidase 291 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

Properties

Molecular Weight: 525.20Molecular Weight (Monoisotopic): 522.9531AlogP: 7.26#Rotatable Bonds: 4
Polar Surface Area: 74.72Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: CX LogP: 7.16CX LogD: 7.16
Aromatic Rings: 5Heavy Atoms: 30QED Weighted: 0.19Np Likeness Score: -0.56

References

1. Khan KM, Rahim F, Wadood A, Taha M, Khan M, Naureen S, Ambreen N, Hussain S, Perveen S, Choudhary MI..  (2014)  Evaluation of bisindole as potent β-glucuronidase inhibitors: synthesis and in silico based studies.,  24  (7): [PMID:24602903] [10.1016/j.bmcl.2014.02.015]

Source