2-(Carboxymethyl)-5-((3-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)ureido)methyl)benzoic acid

ID: ALA5200212

Chembl Id: CHEMBL5200212

PubChem CID: 168291245

Max Phase: Preclinical

Molecular Formula: C25H18N2O9

Molecular Weight: 490.42

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccc(CNC(=O)Nc2cc3c(c(O)c2O)C(=O)c2ccccc2C3=O)cc1C(=O)O

Standard InChI:  InChI=1S/C25H18N2O9/c28-18(29)8-12-6-5-11(7-15(12)24(34)35)10-26-25(36)27-17-9-16-19(23(33)22(17)32)21(31)14-4-2-1-3-13(14)20(16)30/h1-7,9,32-33H,8,10H2,(H,28,29)(H,34,35)(H2,26,27,36)

Standard InChI Key:  XARRCYVPCCGREF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5200212

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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: 490.42

Molecular Weight (Monoisotopic): 490.1012

AlogP: 2.52

#Rotatable Bonds: 6

Polar Surface Area: 190.33

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.36

CX Basic pKa: ┄

CX LogP: 3.11

CX LogD: -4.08

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.22

Np Likeness Score: -0.12

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