2-(4-((3,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)amino)phenyl)acetic acid

ID: ALA5169856

Chembl Id: CHEMBL5169856

PubChem CID: 168268863

Max Phase: Preclinical

Molecular Formula: C23H17NO6

Molecular Weight: 403.39

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccc(CNc2cc3c(c(O)c2O)C(=O)c2ccccc2C3=O)cc1

Standard InChI:  InChI=1S/C23H17NO6/c25-18(26)9-12-5-7-13(8-6-12)11-24-17-10-16-19(23(30)22(17)29)21(28)15-4-2-1-3-14(15)20(16)27/h1-8,10,24,29-30H,9,11H2,(H,25,26)

Standard InChI Key:  RXQXULCJAATEQI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5169856

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 403.39

Molecular Weight (Monoisotopic): 403.1056

AlogP: 3.11

#Rotatable Bonds: 5

Polar Surface Area: 123.93

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.02

CX Basic pKa: 2.40

CX LogP: 3.60

CX LogD: 0.55

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: 0.19

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

Source(1):

• Scientific Literature