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 antibacterial 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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2014), EMA (2015))
IUPAC Name Click here for help
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
Specialist databases
Antibiotic DB Antibiotic DB Database logo Ceftolozane + tazobactam (Zerbaxa)
Other databases
CAS Registry No. 689293-68-3 (source: WHO INN record)
GtoPdb PubChem SID 405560229
PubChem CID 53234134
Search Google for chemical match using the InChIKey JHFNIHVVXRKLEF-DCZLAGFPSA-N
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UniChem Compound Search for chemical match using the InChIKey JHFNIHVVXRKLEF-DCZLAGFPSA-N
UniChem Connectivity Search for chemical match using the InChIKey JHFNIHVVXRKLEF-DCZLAGFPSA-N