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Also known as: 890402-81-0, Dutogliptin tartrate [usan], Dutogliptin (tartrate), 79qh89ev9m, 890402-81-0 (tartratet), (2r,3r)-2,3-dihydroxysuccinic acid compound with ((r)-1-(((r)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic acid (1:1)

Molecular Formula

C₁₄H₂₆BN₃O₉

Molecular Weight

391.18 g/mol

InChI Key

SVWHNLVZPGXBNS-MHDNXTQBSA-N

FDA UNII

79QH89EV9M

Dutogliptin Tartrate is the tartrate salt form of dutogliptin, a potent, water soluble, selective and orally bioavailable, boronic acid-based inhibitor of dipeptidyl peptidase 4 (DPP-4), with hypoglycemic activity. Dutogliptin irriversibly binds to DPP-4.

1 2D Structure

Dutogliptin Tartrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R)-2,3-dihydroxybutanedioic acid;[(2R)-1-[2-[[(3R)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic acid

2.1.2 InChI

InChI=1S/C10H20BN3O3.C4H6O6/c15-10(7-13-8-3-4-12-6-8)14-5-1-2-9(14)11(16)17;5-1(3(7)8)2(6)4(9)10/h8-9,12-13,16-17H,1-7H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-,9+;1-,2-/m11/s1

2.1.3 InChI Key

SVWHNLVZPGXBNS-MHDNXTQBSA-N

2.1.4 Canonical SMILES

B(C1CCCN1C(=O)CNC2CCNC2)(O)O.C(C(C(=O)O)O)(C(=O)O)O

2.1.5 Isomeric SMILES

B([C@@H]1CCCN1C(=O)CN[C@@H]2CCNC2)(O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

79QH89EV9M

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 890402-81-0

2. Dutogliptin Tartrate [usan]

3. Dutogliptin (tartrate)

4. 79qh89ev9m

5. 890402-81-0 (tartratet)

6. (2r,3r)-2,3-dihydroxysuccinic Acid Compound With ((r)-1-(((r)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic Acid (1:1)

7. Dutogliptin Tartrate (usan)

8. Phx-1149

9. Phx1149t

10. Unii-79qh89ev9m

11. Phx 1149

12. Phx-1149t

13. Dtxsid301008624

14. Hy-10286a

15. Cs-0034603

16. D09334

17. Q27266774

18. ((2r)-1-(n-((3r)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic Acid (2r,3r)-2,3-dihydroxybutanedioate (1:1)

19. (2r,3r)-2,3-dihydroxybutanedioic Acid;[(2r)-1-[2-[[(3r)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic Acid

20. 2,3-dihydroxybutanedioic Acid--{1-[n-(pyrrolidin-3-yl)glycyl]pyrrolidin-2-yl}boronic Acid (1/1)

21. Boronic Acid, ((2r)-1-(((3r)-3-pyrrolidinylamino)acetyl)-2-pyrrolidinyl)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

22. Boronic Acid, ((2r)-1-(((3r)-3-pyrrolidinylamino)acetyl)-2-pyrrolidinyl)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

2.4 Create Date

2007-03-07

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₂₆BN₃O₉
Molecular Weight	391.18 g/mol
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	7
Exact Mass	391.1762096 g/mol
Monoisotopic Mass	391.1762096 g/mol
Topological Polar Surface Area	200 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	411
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2