vadadustat   Click here for help

GtoPdb Ligand ID: 11831

Synonyms: AKB-6548 | AKB6548 | Vafseo®
Approved drug PDB Ligand
vadadustat is an approved drug (Japan (2020), EMA (2023))
Compound class: Synthetic organic
Comment: Vadadustat is an orally bioavailable HIF prolyl-hydroxylase inhibitor. It targets the enzymes PHD1, PHD2 and PHD3 to mediate an increase in endogenous erythropoietin production which delivers anti-anemia action. See also enarodustat.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 99.52
Molecular weight 306.04
XLogP 0.49
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CNC(=O)c1ncc(cc1O)c1cccc(c1)Cl
Isomeric SMILES c1cc(cc(c1)Cl)c1cc(c(nc1)C(=O)NCC(=O)O)O
InChI InChI=1S/C14H11ClN2O4/c15-10-3-1-2-8(4-10)9-5-11(18)13(16-6-9)14(21)17-7-12(19)20/h1-6,18H,7H2,(H,17,21)(H,19,20)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan (2020), EMA (2023))
IUPAC Name Click here for help
2-[[5-(3-chlorophenyl)-3-hydroxypyridine-2-carbonyl]amino]acetic acid
International Nonproprietary Names Click here for help
INN number INN
10289 vadadustat
Synonyms Click here for help
AKB-6548 | AKB6548 | Vafseo®
Database Links Click here for help
BindingDB Ligand 107704
CAS Registry No. 1000025-07-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL3646221
DrugBank Ligand DB12255
GtoPdb PubChem SID 461663387
PubChem CID 23634441
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