2-(2-(4-(3,4-Dihydroxyanthraquinone-2-carbonyl)piperazin-1-yl)-2-oxoethyl)-2-hydroxysuccinic acid

ID: ALA5177528

Chembl Id: CHEMBL5177528

PubChem CID: 168274161

Max Phase: Preclinical

Molecular Formula: C25H22N2O11

Molecular Weight: 526.45

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)CC(O)(CC(=O)N1CCN(C(=O)c2cc3c(c(O)c2O)C(=O)c2ccccc2C3=O)CC1)C(=O)O

Standard InChI:  InChI=1S/C25H22N2O11/c28-16(10-25(38,24(36)37)11-17(29)30)26-5-7-27(8-6-26)23(35)15-9-14-18(22(34)21(15)33)20(32)13-4-2-1-3-12(13)19(14)31/h1-4,9,33-34,38H,5-8,10-11H2,(H,29,30)(H,36,37)

Standard InChI Key:  VIWIIATXBRTINX-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5177528

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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: 526.45Molecular Weight (Monoisotopic): 526.1224AlogP: -0.16#Rotatable Bonds: 6
Polar Surface Area: 210.05Molecular Species: ACIDHBA: 9HBD: 5
#RO5 Violations: 1HBA (Lipinski): 13HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.20CX Basic pKa: CX LogP: 0.88CX LogD: -5.58
Aromatic Rings: 2Heavy Atoms: 38QED Weighted: 0.27Np Likeness Score: 0.32

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