(+/-)-Phenylisoflavipucine; (+/-)-6-benzyl-2-(3-methylbutanoyl)-[1,3]dioxolo[4,5-c]pyridin-4(5H)-one

ID: ALA4528362

Chembl Id: CHEMBL4528362

PubChem CID: 155545481

Max Phase: Preclinical

Molecular Formula: C18H19NO4

Molecular Weight: 313.35

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)CC(=O)C1Oc2cc(Cc3ccccc3)[nH]c(=O)c2O1

Standard InChI:  InChI=1S/C18H19NO4/c1-11(2)8-14(20)18-22-15-10-13(19-17(21)16(15)23-18)9-12-6-4-3-5-7-12/h3-7,10-11,18H,8-9H2,1-2H3,(H,19,21)

Standard InChI Key:  YGAJRZJGDHNNHS-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4528362

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Associated Targets(Human)

A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TE-8 (149 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 313.35Molecular Weight (Monoisotopic): 313.1314AlogP: 2.68#Rotatable Bonds: 5
Polar Surface Area: 68.39Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 10.77CX Basic pKa: CX LogP: 2.92CX LogD: 2.92
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.92Np Likeness Score: 0.26

References

1. Kusakabe Y, Mizutani S, Kamo S, Yoshimoto T, Tomoshige S, Kawasaki T, Takasawa R, Tsubaki K, Kuramochi K..  (2019)  Synthesis, antibacterial and cytotoxic evaluation of flavipucine and its derivatives.,  29  (11): [PMID:30935798] [10.1016/j.bmcl.2019.03.034]

Source