3-(4-Chloro-2-hydroxyphenoxy)-2H-chromen-2-one

ID: ALA2426550

Chembl Id: CHEMBL2426550

PubChem CID: 72703050

Max Phase: Preclinical

Molecular Formula: C15H9ClO4

Molecular Weight: 288.69

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=c1oc2ccccc2cc1Oc1ccc(Cl)cc1O

Standard InChI:  InChI=1S/C15H9ClO4/c16-10-5-6-13(11(17)8-10)19-14-7-9-3-1-2-4-12(9)20-15(14)18/h1-8,17H

Standard InChI Key:  VRURIGLSSRKEAF-UHFFFAOYSA-N

Alternative Forms

Associated Targets(non-human)

fabZ Fatty acid synthase (82 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
3-oxoacyl-(Acyl-carrier protein) reductase (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L6 (7924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 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: 288.69Molecular Weight (Monoisotopic): 288.0189AlogP: 3.94#Rotatable Bonds: 2
Polar Surface Area: 59.67Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 8.83CX Basic pKa: CX LogP: 3.64CX LogD: 3.63
Aromatic Rings: 3Heavy Atoms: 20QED Weighted: 0.73Np Likeness Score: 0.16

References

1. Belluti F, Perozzo R, Lauciello L, Colizzi F, Kostrewa D, Bisi A, Gobbi S, Rampa A, Bolognesi ML, Recanatini M, Brun R, Scapozza L, Cavalli A..  (2013)  Design, synthesis, and biological and crystallographic evaluation of novel inhibitors of Plasmodium falciparum enoyl-ACP-reductase (PfFabI).,  56  (19): [PMID:24063369] [10.1021/jm400637m]

Source