1,2-Dihydroxy-3-(4-hydroxyphenyl)anthracene-9,10-dione

ID: ALA5204502

Chembl Id: CHEMBL5204502

PubChem CID: 168294471

Max Phase: Preclinical

Molecular Formula: C20H12O5

Molecular Weight: 332.31

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1cc(-c1ccc(O)cc1)c(O)c2O

Standard InChI:  InChI=1S/C20H12O5/c21-11-7-5-10(6-8-11)14-9-15-16(20(25)19(14)24)18(23)13-4-2-1-3-12(13)17(15)22/h1-9,21,24-25H

Standard InChI Key:  GXMIAKBGTZNKSS-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5204502

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Associated Targets(Human)

PKLR Tclin Pyruvate kinase isozymes R/L (2627 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 332.31Molecular Weight (Monoisotopic): 332.0685AlogP: 3.25#Rotatable Bonds: 1
Polar Surface Area: 94.83Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 7.38CX Basic pKa: CX LogP: 4.31CX LogD: 3.99
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.47Np Likeness Score: 0.92

References

1. Nain-Perez A, Foller Füchtbauer A, Håversen L, Lulla A, Gao C, Matic J, Monjas L, Rodríguez A, Brear P, Kim W, Hyvönen M, Borén J, Mardinoglu A, Uhlen M, Grøtli M..  (2022)  Anthraquinone derivatives as ADP-competitive inhibitors of liver pyruvate kinase.,  234  [PMID:35290845] [10.1016/j.ejmech.2022.114270]

Source