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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1580
CHEMBL1580
Compound Name PENTOSTATIN
ChEMBL Synonyms CI-825 | NIPENT | PD 81565 | PENTOSTATIN
Max Phase 4 (Approved)
Trade Names PENTOSTATIN | NIPENT
Molecular Formula C11H16N4O4

Additional synonyms for CHEMBL1580 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC[C@H]1O[C@H](C[C@@H]1O)n2cnc3[C@H](O)CNC=Nc23
Standard InChI InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2- ...
Download InChI
Standard InChI Key FPVKHBSQESCIEP-JQCXWYLXSA-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


CHEMBL1580

Molecule Features

CHEMBL1580 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adenosine deaminase inhibitor Adenosine deaminase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Leukemia, Hairy CellD007943EFO:1000956hairy cell leukemia2ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer4ClinicalTrials
Carcinoma, Renal CellD002292EFO:0002890renal carcinoma1ClinicalTrials
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
Graft vs Host DiseaseD006086EFO:0004599acute graft vs. host disease3ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia1ClinicalTrials

Clinical Data

ClinicalTrials.gov PENTOSTATIN
The Cochrane Collaboration PENTOSTATIN

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 CHEMBL1580. 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
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.997
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.682
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.657
CHEMBL5921 Bifunctional protein NCOAT Homo sapiens 0.631
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.362
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 0.267



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 1.000
CHEMBL4580 Thymidine kinase, mitochondrial Homo sapiens 1.000
CHEMBL2912 AMP deaminase 3 Homo sapiens 1.000
CHEMBL2982 Adenosine kinase Toxoplasma gondii 0.996
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.996
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.972
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 0.966
CHEMBL5921 Bifunctional protein NCOAT Homo sapiens 0.938
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 0.771
CHEMBL2605 Adenosine A2a receptor Cavia porcellus 0.746
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 0.724
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 0.576

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
268.3 268.1172 -1.18 2 112.13 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 4 0 8 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.68 8.08 -2.09 -3.81 1 19 0.54

Structural Alerts

There are no structural alerts for CHEMBL1580

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01X - OTHER ANTINEOPLASTIC AGENTS
L01XX - Other antineoplastic agents
L01XX08 - pentostatin

ChemSpider ChemSpider:FPVKHBSQESCIEP-JQCXWYLXSA-N
DailyMed pentostatin
PubChem SID: 124893765 SID: 144206967
Wikipedia Pentostatin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1580



ACToR 53910-25-1
BindingDB 22925 223291
Brenda 5090 5147 35853 5440 43123
DrugBank DB00552
DrugCentral 2098
eMolecules 29541897
EPA CompTox Dashboard DTXSID2023436
FDA SRS 395575MZO7
Guide to Pharmacology 4805
Human Metabolome Database HMDB0014692
IBM Patent System E4D8D9039D0AAD3058E9FFCA38D6817A
KEGG Ligand C02267
MolPort MolPort-035-776-026 MolPort-020-006-031
Nikkaji J10.843J
PDBe DCF
PharmGKB PA450863
PubChem 439693
PubChem: Drugs of the Future 12013121
PubChem: Thomson Pharma 15221797 14823993 14848291 15221795
SureChEMBL SCHEMBL2817
ZINC ZINC000003806262

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