ID: ALA4173071

Max Phase: Preclinical

Molecular Formula: C22H16O8

Molecular Weight: 408.36

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1ccc2oc(=O)cc(C(CC(=O)O)c3c(O)c4ccccc4oc3=O)c2c1

Standard InChI:  InChI=1S/C22H16O8/c1-28-11-6-7-17-14(8-11)13(10-19(25)29-17)15(9-18(23)24)20-21(26)12-4-2-3-5-16(12)30-22(20)27/h2-8,10,15,26H,9H2,1H3,(H,23,24)

Standard InChI Key:  MJAQLOGGTSFKJS-UHFFFAOYSA-N

Associated Targets(non-human)

Enterococcus faecalis 29875 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Staphylococcus aureus 210822 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Bacillus cereus 7522 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Escherichia coli 133304 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Pseudomonas aeruginosa 123386 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Prevotella intermedia 369 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: 408.36Molecular Weight (Monoisotopic): 408.0845AlogP: 3.22#Rotatable Bonds: 5
Polar Surface Area: 127.18Molecular Species: ACIDHBA: 7HBD: 2
#RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 3.55CX Basic pKa: CX LogP: 1.85CX LogD: -3.64
Aromatic Rings: 4Heavy Atoms: 30QED Weighted: 0.48Np Likeness Score: 0.46

References

1. Chougala BM, Samundeeswari S, Holiyachi M, Naik NS, Shastri LA, Dodamani S, Jalalpure S, Dixit SR, Joshi SD, Sunagar VA..  (2018)  Green, unexpected synthesis of bis-coumarin derivatives as potent anti-bacterial and anti-inflammatory agents.,  143  [PMID:29133055] [10.1016/j.ejmech.2017.10.072]

Source