2-Phenyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione

ID: ALA368864

Chembl Id: CHEMBL368864

Cas Number: 90149-96-5

PubChem CID: 11659297

Max Phase: Preclinical

Molecular Formula: C19H14O3

Molecular Weight: 290.32

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1C(=O)c2ccccc2C2=C1CCC(c1ccccc1)O2

Standard InChI:  InChI=1S/C19H14O3/c20-17-13-8-4-5-9-14(13)19-15(18(17)21)10-11-16(22-19)12-6-2-1-3-7-12/h1-9,16H,10-11H2

Standard InChI Key:  XUGUBVAGWOTZPF-UHFFFAOYSA-N

Associated Targets(non-human)

Rauscher murine leukemia virus (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Avian myeloblastosis virus (26 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 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: 290.32Molecular Weight (Monoisotopic): 290.0943AlogP: 3.71#Rotatable Bonds: 1
Polar Surface Area: 43.37Molecular Species: NEUTRALHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.72CX LogD: 3.72
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.75Np Likeness Score: 1.19

References

1. Schaffner-Sabba K, Schmidt-Ruppin KH, Wehrli W, Schuerch AR, Wasley JW..  (1984)  beta-Lapachone: synthesis of derivatives and activities in tumor models.,  27  (8): [PMID:6205152] [10.1021/jm00374a010]
2. Ferreira SB, Salomão K, de Carvalho da Silva F, Pinto AV, Kaiser CR, Pinto AC, Ferreira VF, de Castro SL..  (2011)  Synthesis and anti-Trypanosoma cruzi activity of β-lapachone analogues.,  46  (7): [PMID:21450374] [10.1016/j.ejmech.2011.03.012]
3. Gong Q, Hu J, Wang P, Li X, Zhang X..  (2021)  A comprehensive review on β-lapachone: Mechanisms, structural modifications, and therapeutic potentials.,  210  [PMID:33158575] [10.1016/j.ejmech.2020.112962]

Source