U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H11ClN2O4
Molecular Weight 306.701
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VADADUSTAT

SMILES

OC(=O)CNC(=O)C1=C(O)C=C(C=N1)C2=CC=CC(Cl)=C2

InChI

InChIKey=JGRXMPYUTJLTKT-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
Vadadustat is an Hypoxia-inducible factor (HIF) prolyl hydroxylase (PH) enzyme inhibitor. Patients with chronic kidney disease (CKD) have reduced levels of erythropoietin (EPO) and iron in the body, which can result in decreased number of oxygen-carrying red blood cells (RBCs) (anemia). The deficiency in RBCs causes inadequate oxygen delivery to cells and tissues. Vadadustat simulates the hypoxia response pathway by stabilizing key regulatory proteins called HIFs. Under normal conditions, when sufficient oxygen is present, HIF proteins are targeted for degradation by HIF-PH to maintain homeostasis in RBC production. Under conditions of hypoxia, HIF-PH activity is reduced, resulting in HIF stabilization. Stable HIF moves to the nucleus, where it activates target genes that increase EPO synthesis, resulting in the production of new RBCs, and suppression of hepcidin to promote iron absorption and mobilization. Vadadustat is currently in the phase 3 stage of development for the treatment of anemia secondary to CKD.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL3831261: Hypoxia-inducible factor prolyl hydroxylase
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Vadadustat, a novel oral HIF stabilizer, provides effective anemia treatment in nondialysis-dependent chronic kidney disease.
2016 Nov
Hypoxia-Inducible Factor Prolyl Hydroxylase Inhibitors: A Potential New Treatment for Anemia in Patients With CKD.
2017 Jun
Patents

Sample Use Guides

A phase 2a, multicenter, randomized, double-blind, placebo-controlled, dose-ranging trial (NCT01381094) was undertaken in adults with anemia secondary to chronic kidney disease stage 3 or 4. Eligible subjects were evenly randomized to 5 groups: 240, 370, 500, or 630 mg of once-daily oral vadadustat or placebo for 6 weeks.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
VADADUSTAT
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
B506
Code English
VADADUSTAT [JAN]
Common Name English
AKB-6548
Code English
PG-1016548
Code English
vadadustat [INN]
Common Name English
VADADUSTAT [USAN]
Common Name English
B-506
Code English
N-[5-(3-Chlorophenyl)-3-hydroxypyridine-2-carbonyl]glycine
Systematic Name English
Vadadustat [WHO-DD]
Common Name English
PG1016548
Code English
GLYCINE, N-((5-(3-CHLOROPHENYL)-3-HYDROXY-2-PYRIDINYL)CARBONYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C78275
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
NCI_THESAURUS C471
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
Code System Code Type Description
USAN
CD-55
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
FDA UNII
I60W9520VV
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
NCI_THESAURUS
C152811
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
DRUG BANK
DB12255
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
ChEMBL
CHEMBL3646221
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
INN
10289
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
EPA CompTox
DTXSID501179936
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
CAS
1000025-07-9
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
PUBCHEM
23634441
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
SMS_ID
100000172788
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY
WIKIPEDIA
Vadadustat
Created by admin on Fri Dec 15 16:03:47 UTC 2023 , Edited by admin on Fri Dec 15 16:03:47 UTC 2023
PRIMARY