ceftolozane   Click here for help

GtoPdb Ligand ID: 10788

Synonyms: CXA-101 | CXA101 | FR-264205 | FR264205 | Zerbaxa® (ceftolozane + tazobactam)
Approved drug
ceftolozane is an approved drug (FDA (2014), EMA (2015))
Compound class: Synthetic organic
Comment: Ceftolozane is a semi-synthetic, broad-spectrum, fifth-generation cephalosporin antibiotic with activity against certain Gram-negative (e.g. Pseudomonas spp.) and Gram-positive bacteria [6].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 7
Rotatable bonds 15
Topological polar surface area 355.75
Molecular weight 666.18
XLogP -6.08
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES NCCNC(=O)Nc1c[n+](n(c1N)C)CC1=C(C(=O)[O-])N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=N\OC(C(=O)O)(C)C)/c1nsc(n1)N
Isomeric SMILES NCCNC(=O)Nc1c[n+](n(c1N)C)CC1=C(C(=O)[O-])N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=N\OC(C(=O)O)(C)C)/c1nsc(n1)N
InChI InChI=1S/C23H30N12O8S2/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/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42)/b31-11-/t12-,18-/m1/s1
InChI Key JHFNIHVVXRKLEF-DCZLAGFPSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2014), EMA (2015))
IUPAC Name Click here for help
(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-carboxylate
International Nonproprietary Names Click here for help
INN number INN
9426 ceftolozane
Synonyms Click here for help
CXA-101 | CXA101 | FR-264205 | FR264205 | Zerbaxa® (ceftolozane + tazobactam)
Database Links Click here for help
CAS Registry No. 689293-68-3 (source: WHO INN record)
GtoPdb PubChem SID 405560229
PubChem CID 53234134
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