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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1006
CHEMBL1006
Compound Name AMIFOSTINE
ChEMBL Synonyms AMIFOSTINE | GAMMAPHOS | WR-2721 | Ethiofos | ETHYOL
Max Phase 4 (Approved)
Trade Names ETHYOL | AMIFOSTINE
Molecular Formula C5H15N2O3PS

Additional synonyms for CHEMBL1006 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NCCCNCCSP(=O)(O)O
Standard InChI InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,( ...
Download InChI
Standard InChI Key JKOQGQFVAUAYPM-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL1006

Molecule Features

CHEMBL1006 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Reactive metabolite scavenging agent Not Available DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma3ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma3ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
Trigeminal NeuralgiaD014277EFO:1001219trigeminal neuralgia3ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma2ClinicalTrials
Fanconi AnemiaD005199Orphanet:84Fanconi anemia1ClinicalTrials
MesotheliomaD008654EFO:0000770malignant pleural mesothelioma1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Rectal NeoplasmsD012004EFO:1000657rectum cancer2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia3ClinicalTrials
Hodgkin DiseaseD006689EFO:0000183Hodgkins lymphoma2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma2ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma3ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001061cervical carcinoma1ClinicalTrials
XerostomiaD0149874DailyMed
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
GliomaD005910EFO:0000326central nervous system cancer2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov AMIFOSTINE
The Cochrane Collaboration AMIFOSTINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1006. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL5831 Farnesyl diphosphate synthase Toxoplasma gondii 1.000
CHEMBL1782 Farnesyl diphosphate synthase Homo sapiens 1.000
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 1.000
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 0.998
CHEMBL3693 Farnesyl pyrophosphate synthase Leishmania donovani 0.998
CHEMBL2955 Sphingosine 1-phosphate receptor Edg-5 Homo sapiens 0.987
CHEMBL2617 Tryptase beta-1 Homo sapiens 0.973
CHEMBL3724 Lysophosphatidic acid receptor Edg-4 Homo sapiens 0.971
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.969
CHEMBL1907 Aminopeptidase N Homo sapiens 0.957
CHEMBL1804 Somatostatin receptor 2 Homo sapiens 0.938
CHEMBL1853 Somatostatin receptor 4 Homo sapiens 0.688
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.649
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.630
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.608
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 0.591
CHEMBL3656 Coagulation factor X Bos taurus 0.538
CHEMBL3548 Peptide N-myristoyltransferase 1 Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.483
CHEMBL4026 Signal transducer and activator of transcription 3 Homo sapiens 0.413



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5831 Farnesyl diphosphate synthase Toxoplasma gondii 1.000
CHEMBL1782 Farnesyl diphosphate synthase Homo sapiens 1.000
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 1.000
CHEMBL5419 Genome polyprotein West Nile virus 1.000
CHEMBL5043 Endoplasmic reticulum aminopeptidase 2 Homo sapiens 0.999
CHEMBL3693 Farnesyl pyrophosphate synthase Leishmania donovani 0.999
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.997
CHEMBL4391 Fructose-1,6-bisphosphatase Rattus norvegicus 0.971
CHEMBL3724 Lysophosphatidic acid receptor Edg-4 Homo sapiens 0.957
CHEMBL1907 Aminopeptidase N Homo sapiens 0.949
CHEMBL2439 Myeloperoxidase Homo sapiens 0.933
CHEMBL2617 Tryptase beta-1 Homo sapiens 0.933
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.931
CHEMBL5440 Dehydrosqualene synthase Staphylococcus aureus 0.833
CHEMBL5630 1-deoxy-D-xylulose 5-phosphate reductoisomerase Mycobacterium tuberculosis 0.775
CHEMBL1804 Somatostatin receptor 2 Homo sapiens 0.615
CHEMBL2955 Sphingosine 1-phosphate receptor Edg-5 Homo sapiens 0.530
CHEMBL2590 Aminopeptidase N Sus scrofa 0.506
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.472
CHEMBL1917 Somatostatin receptor 1 Homo sapiens 0.413

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
214.2 214.0541 -0.25 7 95.58 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 4 0 5 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.28 10.16 -1.23 -3.88 0 12 0.34

Structural Alerts

There are 8 structural alerts for CHEMBL1006. To view alerts please click here.

Compound Cross References

ATC V - VARIOUS
V03 - ALL OTHER THERAPEUTIC PRODUCTS
V03A - ALL OTHER THERAPEUTIC PRODUCTS
V03AF - Detoxifying agents for antineoplastic treatment
V03AF05 - amifostine

ChemSpider ChemSpider:JKOQGQFVAUAYPM-UHFFFAOYSA-N
DailyMed amifostine
PubChem SID: 11110755 SID: 144203628 SID: 147094 SID: 170465179 SID: 50105748 SID: 90341753
Wikipedia Amifostine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1006



ACToR 20537-88-6
ChEBI 2636
ChemicalBook CB1316377 CB4316378
DrugBank DB01143
DrugCentral 156
eMolecules 534422
EPA CompTox Dashboard DTXSID8022585
FDA SRS ILA426L95O
Human Metabolome Database HMDB0015274
IBM Patent System D3F2F9A8C9CDCEDE19569CE7CD5BAC2F
KEGG Ligand C06819
LINCS LSM-4721
MolPort MolPort-003-666-801
Nikkaji J23.675F
PharmGKB PA448365
PubChem 2141 29927142
PubChem: Thomson Pharma 14797785
SureChEMBL SCHEMBL18464
ZINC ZINC000021992285

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