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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H32ClO5P
Molecular Weight 514.977
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VK-2809

SMILES

CC(C)C1=CC(CC2=C(C)C=C(OC[P@@]3(=O)OCC[C@H](O3)C4=CC=CC(Cl)=C4)C=C2C)=CC=C1O

InChI

InChIKey=LGGPZDRLTDGYSQ-JADSYQMUSA-N
InChI=1S/C28H32ClO5P/c1-18(2)25-14-21(8-9-27(25)30)15-26-19(3)12-24(13-20(26)4)32-17-35(31)33-11-10-28(34-35)22-6-5-7-23(29)16-22/h5-9,12-14,16,18,28,30H,10-11,15,17H2,1-4H3/t28-,35+/m0/s1

HIDE SMILES / InChI

Molecular Formula C28H32ClO5P
Molecular Weight 514.977
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

MB-07811 (VK-2809) is the liver-activated prodrug of a phosphonate-containing thyroid hormone receptor beta agonist MB-07344. In animal studies, it showed potent lipid and cholesterol lowering activity. Viking Therapeutics is developing MB-07811 hypercholesterolaemia and non-alcoholic fatty liver disease.

Approval Year

PubMed

PubMed

TitleDatePubMed
Thyroid hormone beta receptor activation has additive cholesterol lowering activity in combination with atorvastatin in rabbits, dogs and monkeys.
2009-02
Synthesis and biological evaluation of a series of liver-selective phosphonic acid thyroid hormone receptor agonists and their prodrugs.
2008-11-27
Preclinical pharmacokinetics of a HepDirect prodrug of a novel phosphonate-containing thyroid hormone receptor agonist.
2008-11
Patents

Sample Use Guides

The Phase 2 study was a randomized, double-blind, placebo-controlled, parallel-group study designed to evaluate the efficacy, safety and tolerability of MB-07811 (VK-2809) in patients with elevated LDL-C and NAFLD. Patients were randomized to receive placebo, 5 mg VK2809 dosed daily, 10 mg VK2809 dosed every other day, or 10 mg VK2809 dosed daily for 12 weeks.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:16:42 GMT 2025
Edited
by admin
on Mon Mar 31 21:16:42 GMT 2025
Record UNII
3Z11398FNQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MB-07811
Preferred Name English
VK-2809
Code English
VK2809
Code English
PHENOL, 4-((4-(((2R,4S)-4-(3-CHLOROPHENYL)-2-OXIDO-1,3,2-DIOXAPHOSPHORINAN-2-YL)METHOXY)-2,6-DIMETHYLPHENYL)METHYL)-2-(1-METHYLETHYL)-
Systematic Name English
MB07811
Code English
(2R,4S)-4-(3-CHLOROPHENYL)-2-((3,5-DIMETHYL-4-(4-HYDROXY-3-ISOPROPYLBENZYL)PHENOXY)METHYL)-2-OXIDO-(1,3,2)-DIOXAPHOSPHONANE
Systematic Name English
Code System Code Type Description
CAS
852948-13-1
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
SMS_ID
300000015361
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
DRUG BANK
DB05192
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
FDA UNII
3Z11398FNQ
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
ChEMBL
CHEMBL457748
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
PUBCHEM
15942005
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
EPA CompTox
DTXSID501005783
Created by admin on Mon Mar 31 21:16:42 GMT 2025 , Edited by admin on Mon Mar 31 21:16:42 GMT 2025
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
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METABOLITE ACTIVE -> PRODRUG
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ACTIVE MOIETY