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MB 07803

MB 07803

Synopsis, Chemistry

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Also known as: 882757-24-6, Mb-07803, Mb07803, Mb 07803, Gg81xf45c2, Ethyl 2-[[[5-[2-amino-5-(2,2-dimethylpropanoyl)-1,3-thiazol-4-yl]furan-2-yl]-[(1-ethoxy-2-methyl-1-oxopropan-2-yl)amino]phosphoryl]amino]-2-methylpropanoate

Molecular Formula

C₂₄H₃₇N₄O₇PS

Molecular Weight

556.6 g/mol

InChI Key

CTKZZUXRWBCFEI-UHFFFAOYSA-N

FDA UNII

GG81XF45C2

MB07803 is a second generation gluconeogenesis inhibitor for the treatment of type 2 diabetes. It is designed to block the metabolic pathway in the liver that is responsible for producing glucose.

1 2D Structure

MB-07803

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

ethyl 2-[[[5-[2-amino-5-(2,2-dimethylpropanoyl)-1,3-thiazol-4-yl]furan-2-yl]-[(1-ethoxy-2-methyl-1-oxopropan-2-yl)amino]phosphoryl]amino]-2-methylpropanoate

2.1.2 InChI

InChI=1S/C24H37N4O7PS/c1-10-33-19(30)23(6,7)27-36(32,28-24(8,9)20(31)34-11-2)15-13-12-14(35-15)16-17(37-21(25)26-16)18(29)22(3,4)5/h12-13H,10-11H2,1-9H3,(H2,25,26)(H2,27,28,32)

2.1.3 InChI Key

CTKZZUXRWBCFEI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOC(=O)C(C)(C)NP(=O)(C1=CC=C(O1)C2=C(SC(=N2)N)C(=O)C(C)(C)C)NC(C)(C)C(=O)OCC

2.2 Other Identifiers

2.2.1 UNII

GG81XF45C2

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 882757-24-6

2. Mb-07803

3. Mb07803

4. Mb 07803

5. Gg81xf45c2

6. Ethyl 2-[[[5-[2-amino-5-(2,2-dimethylpropanoyl)-1,3-thiazol-4-yl]furan-2-yl]-[(1-ethoxy-2-methyl-1-oxopropan-2-yl)amino]phosphoryl]amino]-2-methylpropanoate

7. Unii-gg81xf45c2

8. Chembl4297400

9. Schembl14255484

10. Dtxsid90236932

11. Act04837

12. Db05053

13. Sb17400

14. Vk-0612

15. Hy-16309

16. Cs-0006389

17. Q27279094

18. Alanine, N,n'-((5-(2-amino-5-(2,2-dimethyl-1-oxopropyl)-4-thiazolyl)-2-furanyl)phosphinylidene)bis(2-methyl-, 1,1''-diethyl Ester

19. N,n'-((5-(2-amino-5-(2,2-dimethyl-1-oxopropyl)-4-thiazolyl)-2-furanyl)phosphinylidene)bis(2-methylalanine) Diethyl Ester

2.4 Create Date

2008-04-28

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₇N₄O₇PS
Molecular Weight	556.6 g/mol
XLogP3	3.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	14
Exact Mass	556.21205770 g/mol
Monoisotopic Mass	556.21205770 g/mol
Topological Polar Surface Area	191 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	872
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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 diabetes mellitus type 2.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

MB07803 is a selective inhibitor of fructose-1, 6-bisphosphatase (FBPase), a regulatory enzyme in the pathway responsible for the production of glucose in the liver, known as the gluconeogenesis pathway. By specifically inhibiting this pathway, liver glucose production should be reduced and blood sugar levels decreased in patients with diabetes, independent of insulin levels and body weight.