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Chemistry

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Also known as: Mb-07811, 852948-13-1, Mb07811, Vk-2809, Vk2809, Unii-3z11398fnq

Molecular Formula

C₂₈H₃₂ClO₅P

Molecular Weight

515.0 g/mol

InChI Key

LGGPZDRLTDGYSQ-JADSYQMUSA-N

FDA UNII

3Z11398FNQ

VK-2809 is under investigation in clinical trial NCT02927184 (Safety and Tolerability of VK2809 in Patients With Primary Hypercholesterolemia and Non-Alcoholic Fatty Liver Disease).

1 2D Structure

VK2809

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[[4-[[(2R,4S)-4-(3-chlorophenyl)-2-oxo-1,3,25-dioxaphosphinan-2-yl]methoxy]-2,6-dimethylphenyl]methyl]-2-propan-2-ylphenol

2.1.2 InChI

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

2.1.3 InChI Key

LGGPZDRLTDGYSQ-JADSYQMUSA-N

2.1.4 Canonical SMILES

CC1=CC(=CC(=C1CC2=CC(=C(C=C2)O)C(C)C)C)OCP3(=O)OCCC(O3)C4=CC(=CC=C4)Cl

2.1.5 Isomeric SMILES

CC1=CC(=CC(=C1CC2=CC(=C(C=C2)O)C(C)C)C)OC[P@@]3(=O)OCC[C@H](O3)C4=CC(=CC=C4)Cl

2.2 Other Identifiers

2.2.1 UNII

3Z11398FNQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-((3,5-dimethyl-4-(4'-hydroxy-3'-isopropylbenzyl)phenoxy)methyl)-4-(3-chlorophenyl)-2-oxido(1,3,2)dioxaphosphonane

2. Mb 07811

3. Mb-07811

4. Mb07811

5. Vk2809

2.3.2 Depositor-Supplied Synonyms

1. Mb-07811

2. 852948-13-1

3. Mb07811

4. Vk-2809

5. Vk2809

6. Unii-3z11398fnq

7. Chembl457748

8. 3z11398fnq

9. Mb-07811 (vk-2809)

10. 4-[[4-[[(2r,4s)-4-(3-chlorophenyl)-2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl]methoxy]-2,6-dimethylphenyl]methyl]-2-propan-2-ylphenol

11. (2r,4s)-4-(3-chlorophenyl)-2-((4-(4-hydroxy-3-isopropylbenzyl)-3,5-dimethylphenoxy)methyl)-1,3,2-dioxaphosphinane 2-oxide

12. Mb 07811

13. Schembl282796

14. Gtpl12768

15. Dtxsid501005783

16. Ex-a3394

17. Bdbm50401076

18. Akos040742104

19. Db15137

20. Compound 22c [pmid: 18975928]

21. Trans-(s)-2-((3,5-dimethyl-4-(4-hydroxy-3-isopropylbenzyl)phenoxy)methyl)-4-(3-chlorophenyl)-2-oxo-(1,3,2)dioxaphosphorinane

22. Hy-111288

23. Cs-0034844

24. Q27258223

25. (2r,4s)-4-(3-chlorophenyl)-2-((3,5-dimethyl-4-(4-hydroxy-3-isopropylbenzyl)phenoxy)methyl)-2-oxido-(1,3,2)-dioxaphosphonane

26. 2-((3,5-dimethyl-4-(4'-hydroxy-3'-isopropylbenzyl)phenoxy)methyl)-4-(3-chlorophenyl)-2-oxido(1,3,2)dioxaphosphonane

27. 4-(3-chlorophenyl)-2-[(4-{[4-hydroxy-3-(propan-2-yl)phenyl]methyl}-3,5-dimethylphenoxy)methyl]-1,3,2lambda~5~-dioxaphosphinan-2-one

2.4 Create Date

2007-02-21

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₂ClO₅P
Molecular Weight	515.0 g/mol
XLogP3	6.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	7
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	65
Heavy Atom Count	35
Formal Charge	0
Complexity	708
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in hyperlipidemia.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

Studies indicate that targeting TR agonists to the liver has the potential to lower both LDL-cholesterol (the "bad" cholesterol) and both hepatic and plasma triglyceride levels.

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