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

ID: ALA2426554

Chembl Id: CHEMBL2426554

PubChem CID: 72703244

Max Phase: Preclinical

Molecular Formula: C16H11ClO4

Molecular Weight: 302.71

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1c(Oc2ccc(Cl)cc2O)c(=O)oc2ccccc12

Standard InChI:  InChI=1S/C16H11ClO4/c1-9-11-4-2-3-5-13(11)21-16(19)15(9)20-14-7-6-10(17)8-12(14)18/h2-8,18H,1H3

Standard InChI Key:  JNMHBGWRGLGZCE-UHFFFAOYSA-N

Alternative Forms

Associated Targets(non-human)

Plasmodium falciparum (966862 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
fabZ Fatty acid synthase (82 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: 302.71Molecular Weight (Monoisotopic): 302.0346AlogP: 4.25#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: 3.94CX LogD: 3.92
Aromatic Rings: 3Heavy Atoms: 21QED Weighted: 0.72Np Likeness Score: 0.09

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