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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201197
CHEMBL1201197
Compound Name ALATROFLOXACIN
ChEMBL Synonyms CP-116,517 -27 | Alatrofloxacin | ALATROFLOXACIN MESYLATE | ALATROFLOXACIN | TROVAN PRESERVATIVE FREE | CP-116517-27
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names TROVAN PRESERVATIVE FREE
Molecular Formula C26H25F3N6O5

Additional synonyms for CHEMBL1201197 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@H]1[C@@H]2CN(C[C@H]12)c3nc4 ...
Download SMILES
Standard InChI InChI=1S/C26H25F3N6O5/c1-10(30)24(37)31-11(2)25(38)32-20-14- ...
Download InChI
Standard InChI Key UUZPPAMZDFLUHD-VUJLHGSVSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL1201197

Molecule Features

CHEMBL1201197 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 2006
Country European Union; United States
Reason Liver toxicity; Serious liver injury leading to liver transplant; Death
Class Hepatotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial DNA gyrase inhibitor Bacterial DNA gyrase DailyMed PubMed
Topoisomerase IV inhibitor Topoisomerase IV DailyMed PubMed

Clinical Data

ClinicalTrials.gov ALATROFLOXACIN
The Cochrane Collaboration ALATROFLOXACIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
558.5 558.1839 0.9 7 159.65 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 4 1 11 5 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.8 8.13 .96 -1.22 3 40 0.33

Structural Alerts

There are 4 structural alerts for CHEMBL1201197. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:UUZPPAMZDFLUHD-VUJLHGSVSA-N
Wikipedia Alatrofloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201197



ChEBI 135829
DrugBank DB09335
DrugCentral 102
EPA CompTox Dashboard DTXSID4057893
FDA SRS 7QVV6I50DT
IBM Patent System B5541A0685035CEA2864ADC4F91F1C81
PubChem: Thomson Pharma 14763964 14935204
SureChEMBL SCHEMBL7616277
ZINC ZINC000100067477

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/UUZPPAMZDFLUHD-VUJLHGSVSA-N spacer
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