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Also known as: Durlobactam [inn], Durlobactam [usan], Psa33ko9wa, 1467829-71-5, Ext2514, [(2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl] hydrogen sulfate

Molecular Formula

C₈H₁₁N₃O₆S

Molecular Weight

277.26 g/mol

InChI Key

BISPBXFUKNXOQY-RITPCOANSA-N

FDA UNII

PSA33KO9WA

Durlobactam is under investigation in clinical trial NCT03894046 (Study to Evaluate the Efficacy and Safety of Intravenous Sulbactam-ETX2514 in the Treatment of Patients With Infections Caused by Acinetobacter Baumannii-calcoaceticus Complex).

1 2D Structure

Durlobactam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2S,5R)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl] hydrogen sulfate

2.1.2 InChI

InChI=1S/C8H11N3O6S/c1-4-2-5-3-10(6(4)7(9)12)8(13)11(5)17-18(14,15)16/h2,5-6H,3H2,1H3,(H2,9,12)(H,14,15,16)/t5-,6+/m1/s1

2.1.3 InChI Key

BISPBXFUKNXOQY-RITPCOANSA-N

2.1.4 Canonical SMILES

CC1=CC2CN(C1C(=O)N)C(=O)N2OS(=O)(=O)O

2.1.5 Isomeric SMILES

CC1=C[C@@H]2CN([C@@H]1C(=O)N)C(=O)N2OS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

PSA33KO9WA

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl Sulfate

2. Etx2514

3. Sulfuric Acid, Mono((2s,5r)-2-(aminocarbonyl)-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl) Ester

2.3.2 Depositor-Supplied Synonyms

1. Durlobactam [inn]

2. Durlobactam [usan]

3. Psa33ko9wa

4. 1467829-71-5

5. Ext2514

6. [(2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl] Hydrogen Sulfate

7. Sulfuric Acid, Mono((2s,5r)-2-(aminocarbonyl)-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl) Ester

8. Unii-psa33ko9wa

9. Durlobactam (usan/inn)

10. Durlobactam [usan:inn]

11. Chembl4298137

12. Schembl15319894

13. Who 10824

14. Zinc220881117

15. D11591

16. (2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl Sulfate

17. (2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl Hydrogen Sulfate

2.4 Create Date

2015-02-13

3 Chemical and Physical Properties

Molecular Formula	C₈H₁₁N₃O₆S
Molecular Weight	277.26 g/mol
XLogP3	-2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Exact Mass	277.03685625 g/mol
Monoisotopic Mass	277.03685625 g/mol
Topological Polar Surface Area	139 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	536
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