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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL267345
CHEMBL267345
Compound Name AMPHOTERICIN B
ChEMBL Synonyms AMPOTERICIN B | AMPHOTERICINE B | AMPHOTERCIN B | FUNGIZONE | AMPHOTERICITIN B | AMPHO-MORONAL | ABELCET | AMPHOTREICIN B | AMPHOTERICIN | Amphotericin B | AMBISOME | AMPHOTEC | FUNGILIN | AMOPHOTERICIN B | FUNGILIN IN ORABASE
Max Phase 4 (Approved)
Trade Names AMPHOTREICIN B | FUNGILIN IN ORABASE | ABELCET | AMPHO-MORONAL | AMPHOTERICITIN B | FUNGIZONE | AMPHOTERCIN B | AMPHOTERICINE B | AMPOTERICIN B | AMOPHOTERICIN B | AMPHOTERICIN B | AMBISOME | AMPHOTEC | FUNGILIN
Molecular Formula C47H73NO17

Additional synonyms for CHEMBL267345 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H]1OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O) ...
Download SMILES
Standard InChI InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16- ...
Download InChI
Standard InChI Key APKFDSVGJQXUKY-INPOYWNPSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • MMV Pathogen Box
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL267345

Molecule Features

CHEMBL267345 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Ergosterol sequestering agent Ergosterol PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CandidiasisD0021774DailyMed
HistoplasmosisD006660EFO:0007310histoplasmosis4DailyMed
LeishmaniasisD007896EFO:0005044Leishmaniasis3ClinicalTrials
Leishmaniasis, CutaneousD016773EFO:0005046cutaneous Leishmaniasis1ClinicalTrials
Lung DiseasesD008171EFO:0003818lung disease3ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials
CryptococcosisD003453EFO:0007229cryptococcosis4DailyMed
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Leishmaniasis, VisceralD007898EFO:0005045visceral Leishmaniasis4ClinicalTrials
DailyMed
Meningitis, CryptococcalD016919EFO:0007228cryptococcal meningitis4ClinicalTrials
DailyMed
AspergillosisD001228EFO:0007157aspergillosis4ClinicalTrials
DailyMed
Candidiasis, InvasiveD058365EFO:1001283Candidiasis, Invasive2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia2ClinicalTrials
Intracranial HypertensionD019586EFO:1000992intracranial hypertension2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia3ClinicalTrials
SporotrichosisD013174EFO:0007494sporotrichosis4DailyMed
InfectionD007239EFO:0000544infection4ATC
ClinicalTrials
MucormycosisD009091EFO:0007380mucormycosis4ClinicalTrials
DailyMed
Aspergillosis, Allergic BronchopulmonaryD001229EFO:0007140allergic bronchopulmonary aspergillosis2ClinicalTrials
MycosesD0091814DailyMed
DailyMed
ZygomycosisD020096EFO:0007380mucormycosis4DailyMed

Clinical Data

ClinicalTrials.gov AMPHOTERICIN B
The Cochrane Collaboration AMPHOTERICIN B

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
924.1 923.4878 0.71 3 319.61 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
17 12 3 18 13 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.72 8.12 2.3 -.28 0 65 0.17

Structural Alerts

There are 6 structural alerts for CHEMBL267345. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G01 - GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
G01A - ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
G01AA - Antibiotics
G01AA03 - amphotericin B

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AB - Antiinfectives and antiseptics for local oral treatment
A01AB04 - amphotericin B

J - ANTIINFECTIVES FOR SYSTEMIC USE
J02 - ANTIMYCOTICS FOR SYSTEMIC USE
J02A - ANTIMYCOTICS FOR SYSTEMIC USE
J02AA - Antibiotics
J02AA01 - amphotericin B

A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07A - INTESTINAL ANTIINFECTIVES
A07AA - Antibiotics
A07AA07 - amphotericin B

ChemSpider ChemSpider:APKFDSVGJQXUKY-INPOYWNPSA-N
DailyMed amphotericin b
PubChem SID: 144204578 SID: 144209682 SID: 17389549
Wikipedia Amphotericin_B

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL267345



ACToR 1397-89-3
Brenda 50632 32851 5518
ChEBI 2682
ChemicalBook CB3425912
DrugBank DB00681
DrugCentral 197
eMolecules 36772192 30513061
EPA CompTox Dashboard DTXSID9022601
FDA SRS 7XU7A7DROE
Human Metabolome Database HMDB0014819
KEGG Ligand C06573
LipidMaps LMPK06000002
Metabolights MTBLC2682
MolPort MolPort-006-113-274
PharmGKB PA448415
PubChem 5280965 91819969
PubChem: Drugs of the Future 12012606
PubChem: Thomson Pharma 14889787 14791931
SureChEMBL SCHEMBL17973
ZINC ZINC000253387843

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