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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1757
CHEMBL1757
Compound Name FOSFOMYCIN
ChEMBL Synonyms FOSFOMYCIN SODIUM | Monurol | Monuril | FOSFOMYCIN CALCIUM | FOSFOMYCIN TROMETHAMINE | Phosphomycin Disodium | Z 1282 | MONUROL | FOSFOMYCIN | FOSFOCINA | Fosfomycin Sodium
Max Phase 4 (Approved)
Trade Names MONUROL | Monuril | FOSFOCINA
Molecular Formula C3H7O4P

Additional synonyms for CHEMBL1757 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H]1O[C@@H]1P(=O)(O)O
Standard InChI InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2- ...
Download InChI
Standard InChI Key YMDXZJFXQJVXBF-STHAYSLISA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1757

Molecule Features

CHEMBL1757 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
UDP-N-acetylglucosamine 1-carboxyvinyltransferase inhibitor UDP-N-acetylglucosamine 1-carboxyvinyltransferase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
Pseudomonas InfectionsD011552EFO:0001076Pseudomonas infection1ClinicalTrials
ClinicalTrials
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection3ClinicalTrials
AppendicitisD001064EFO:0007149appendicitis2ClinicalTrials
Neonatal SepsisD000071074HP:0040187Neonatal sepsis2ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia2ClinicalTrials
GonorrheaD006069DOID:7551gonorrhea3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection3ClinicalTrials

Clinical Data

ClinicalTrials.gov FOSFOMYCIN
The Cochrane Collaboration FOSFOMYCIN

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
138.1 138.0082 -0.09 1 70.06 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.2 - -1.23 -5.04 0 8 0.39

Structural Alerts

There are 10 structural alerts for CHEMBL1757. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01X - OTHER ANTIBACTERIALS
J01XX - Other antibacterials
J01XX01 - fosfomycin

ChemSpider ChemSpider:YMDXZJFXQJVXBF-STHAYSLISA-N
DailyMed fosfomycin tromethamine
Wikipedia Fosfomycin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1757



ACToR 23155-02-4
BindingDB 50024894
Brenda 162504 195007 156583 95402 1153
ChEBI 28915
DrugBank DB00828
DrugCentral 1243
EPA CompTox Dashboard DTXSID4048480
FDA SRS 2N81MY12TE
Human Metabolome Database HMDB0014966
IBM Patent System A38383022E0A6DCE843FA2E80BD55DC4
KEGG Ligand C06454
Nikkaji J34.117G
PDBe FCN
PharmGKB PA164748039
PubChem 446987
PubChem: Thomson Pharma 14747737 15297304
SureChEMBL SCHEMBL50951
ZINC ZINC000001530427

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