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Chemistry

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Also known as: 1191995-00-2, Hms5552, Sinogliatin, Ro5305552, Hms-5552, Dorzagliatin [inn]

Molecular Formula

C₂₂H₂₇ClN₄O₅

Molecular Weight

462.9 g/mol

InChI Key

HMUMWSORCUWQJO-QAPCUYQASA-N

FDA UNII

X59W6980E8

Dorzagliatin is under investigation in clinical trial NCT03173391 (Long-term Efficacy and Safety of HMS5552 in T2DM).

1 2D Structure

Dorzagliatin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-[3-(2-chlorophenoxy)-5-oxo-2H-pyrrol-1-yl]-N-[1-[(2R)-2,3-dihydroxypropyl]pyrazol-3-yl]-4-methylpentanamide

2.1.2 InChI

InChI=1S/C22H27ClN4O5/c1-14(2)9-18(22(31)24-20-7-8-26(25-20)11-15(29)13-28)27-12-16(10-21(27)30)32-19-6-4-3-5-17(19)23/h3-8,10,14-15,18,28-29H,9,11-13H2,1-2H3,(H,24,25,31)/t15-,18+/m1/s1

2.1.3 InChI Key

HMUMWSORCUWQJO-QAPCUYQASA-N

2.1.4 Canonical SMILES

CC(C)CC(C(=O)NC1=NN(C=C1)CC(CO)O)N2CC(=CC2=O)OC3=CC=CC=C3Cl

2.1.5 Isomeric SMILES

CC(C)C[C@@H](C(=O)NC1=NN(C=C1)C[C@H](CO)O)N2CC(=CC2=O)OC3=CC=CC=C3Cl

2.2 Other Identifiers

2.2.1 UNII

X59W6980E8

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (2s)-2-(4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-4-methylpentanamide

2. Hms5552

3. Sinogliatin

2.3.2 Depositor-Supplied Synonyms

1. 1191995-00-2

2. Hms5552

3. Sinogliatin

4. Ro5305552

5. Hms-5552

6. Dorzagliatin [inn]

7. Ro-5305552

8. X59w6980e8

9. Dorzagliatin (usan)

10. Dorzagliatin [usan]

11. (2s)-2-(4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-4-methylpentanamide

12. (2s)-2-[4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl]-n-{1-[(2r)-2,3-dihydroxypropyl]-1h-pyrazol-3-yl}-4-methylpentanamide

13. Dorzagliatin [usan:inn]

14. Dorzagliatin [who-dd]

15. Schembl1079619

16. Chembl4297508

17. Unii-x59w6980e8

18. Gtpl12124

19. Hms5552hms5552

20. Glxc-25388

21. Bcp20539

22. Ex-a4478

23. Mfcd22376579

24. S6921

25. Hms5552;ro5305552;sinogliatin

26. Db15123

27. Bd167920

28. Bs-14600

29. Hy-109030

30. Cs-0030544

31. D11342

32. D83693

33. (2s)-2-[3-(2-chlorophenoxy)-5-oxo-2h-pyrrol-1-yl]-n-[1-[(2r)-2,3-dihydroxypropyl]pyrazol-3-yl]-4-methylpentanamide

34. (s)-2-(4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl)-n-(1-((r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-4-methylpentanamide

35. (s)-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-4-methyl-pentanoic Acid [1-((r)-2,3-dihydroxy-propyl)-1h-pyrazol-3-yl]-amide

36. 1h-pyrrole-1-acetamide, 4-(2-chlorophenoxy)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-2,5-dihydro-.alpha.-(2-methylpropyl)-2-oxo-, (.alpha.s)-

37. 1h-pyrrole-1-acetamide, 4-(2-chlorophenoxy)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-2,5-dihydro-alpha-(2-methylpropyl)-2-oxo-, (alphas)-

2.4 Create Date

2012-08-19

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₇ClN₄O₅
Molecular Weight	462.9 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	10
Exact Mass	462.1669977 g/mol
Monoisotopic Mass	462.1669977 g/mol
Topological Polar Surface Area	117 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	691
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