ID: ALA180277

Max Phase: Preclinical

Molecular Formula: C27H19NO6

Molecular Weight: 453.45

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C(O)c1ccc(-c2ccc(C(=O)Nc3ccccc3C(=O)O)cc2Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C27H19NO6/c29-25(28-23-9-5-4-8-22(23)27(32)33)19-14-15-21(17-10-12-18(13-11-17)26(30)31)24(16-19)34-20-6-2-1-3-7-20/h1-16H,(H,28,29)(H,30,31)(H,32,33)

Standard InChI Key:  BBMGGUKIRRZAOE-UHFFFAOYSA-N

Associated Targets(non-human)

Beta-ketoacyl-ACP synthase III 89 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: 453.45Molecular Weight (Monoisotopic): 453.1212AlogP: 5.79#Rotatable Bonds: 7
Polar Surface Area: 112.93Molecular Species: ACIDHBA: 4HBD: 3
#RO5 Violations: 1HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.42CX Basic pKa: CX LogP: 6.18CX LogD: -0.34
Aromatic Rings: 4Heavy Atoms: 34QED Weighted: 0.33Np Likeness Score: -0.65

References

1. Nie Z, Perretta C, Lu J, Su Y, Margosiak S, Gajiwala KS, Cortez J, Nikulin V, Yager KM, Appelt K, Chu S..  (2005)  Structure-based design, synthesis, and study of potent inhibitors of beta-ketoacyl-acyl carrier protein synthase III as potential antimicrobial agents.,  48  (5): [PMID:15743201] [10.1021/jm049141s]
2. Singh S, Soni LK, Gupta MK, Prabhakar YS, Kaskhedikar SG..  (2008)  QSAR studies on benzoylaminobenzoic acid derivatives as inhibitors of beta-ketoacyl-acyl carrier protein synthase III.,  43  (5): [PMID:17707951] [10.1016/j.ejmech.2007.06.018]

Source