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Chemistry

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Also known as: 936111-69-2, Cxa-101, Ceftolozane sulfate [usan], 7r247u84hy, Fr264205, Fr-264205

Molecular Formula

C₂₃H₃₂N₁₂O₁₂S₃

Molecular Weight

764.8 g/mol

InChI Key

UJDQGRLTPBVSFN-TVNHLQOTSA-N

FDA UNII

7R247U84HY

1 2D Structure

Ceftolozane Sulfate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,7R)-3-[[3-amino-4-(2-aminoethylcarbamoylamino)-2-methylpyrazol-1-ium-1-yl]methyl]-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrogen sulfate

2.1.2 InChI

InChI=1S/C23H30N12O8S2.H2O4S/c1-23(2,20(40)41)43-31-11(15-30-21(26)45-32-15)16(36)29-12-17(37)35-13(19(38)39)9(8-44-18(12)35)6-34-7-10(14(25)33(34)3)28-22(42)27-5-4-24;1-5(2,3)4/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42);(H2,1,2,3,4)/b31-11-;/t12-,18-;/m1./s1

2.1.3 InChI Key

UJDQGRLTPBVSFN-TVNHLQOTSA-N

2.1.4 Canonical SMILES

CC(C)(C(=O)O)ON=C(C1=NSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC(=C(N4C)N)NC(=O)NCCN)C(=O)O.OS(=O)(=O)[O-]

2.1.5 Isomeric SMILES

CC(C)(C(=O)O)O/N=C(/C1=NSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC(=C(N4C)N)NC(=O)NCCN)C(=O)O.OS(=O)(=O)[O-]

2.2 Other Identifiers

2.2.1 UNII

7R247U84HY

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ceftolozane

2. Cxa-101

3. Fr 264205

4. Fr-264205

5. Fr26 4205

6. Fr264205

2.3.2 Depositor-Supplied Synonyms

1. 936111-69-2

2. Cxa-101

3. Ceftolozane Sulfate [usan]

4. 7r247u84hy

5. Fr264205

6. Fr-264205

7. Ceftolozane

8. (6r,7r)-3-[[3-amino-4-(2-aminoethylcarbamoylamino)-2-methylpyrazol-1-ium-1-yl]methyl]-7-[[(2z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;hydrogen Sulfate

9. Cxa-101 (for Sulfate)

10. Unii-7r247u84hy

11. Cxa 101

12. Fr 264205

13. Ceftolozane Sulfate [mi]

14. Ceftolozane Sulfate (jan/usan)

15. Ceftolozane Sulfate [jan]

16. Cxa-301

17. Dtxsid001027693

18. Ceftolozane Sulfate [vandf]

19. Ex-a4483

20. Ceftolozane Sulfate [who-dd]

21. Ceftolozane Sulfate [orange Book]

22. Ac-36560

23. Zerbaxa Component Ceftolozane Sulfate

24. Ceftolozane Sulfate Component Of Zerbaxa

25. D10098

26. 1h-pyrazolium, 5-amino-4-((((2-aminoethyl)amino)carbonyl)amino)-2-(((6r,7r)-7-(((2z)- 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2- Carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methyl-, Sulfate (1:1)

27. 5-amino-4-(((2-aminoethyl)carbamoyl)amino)-2-(((6r,7r)-7-(((2z)-2-(5-amino-1,2,4- Thiadiazol-3-yl)-2-((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5- Thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methyl-1h-pyrazolium Monosulfate

28. 5-amino-4-(((2-aminoethyl)carbamoyl)amino)-2-(((6r,7r)-7-(((2z)-2-(5-amino-1,2,4- Thiadiazol-3-yl)-2-((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methyl-1h-pyrazolium Monosulfate

2.4 Create Date

2011-06-02

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₂N₁₂O₁₂S₃
Molecular Weight	764.8 g/mol
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	20
Rotatable Bond Count	12
Exact Mass	764.14247802 g/mol
Monoisotopic Mass	764.14247802 g/mol
Topological Polar Surface Area	439 Å²
Heavy Atom Count	50
Formal Charge	0
Complexity	1360
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2