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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL897
CHEMBL897
Compound Name PROBENECID
ChEMBL Synonyms Probenecid | Probampicin | BENEMID | Probecid | PROBALAN | BENURYL
Max Phase 4 (Approved)
Trade Names BENEMID | Probampicin | PROBALAN | Probecid | BENURYL | PROBENECID
Molecular Formula C13H19NO4S

Additional synonyms for CHEMBL897 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCN(CCC)S(=O)(=O)c1ccc(cc1)C(=O)O
Standard InChI InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8- ...
Download InChI
Standard InChI Key DBABZHXKTCFAPX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL897

Molecule Features

CHEMBL897 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Solute carrier family 22 member 11 inhibitor Solute carrier family 22 member 11 PubMed PubMed PubMed PubMed
Solute carrier family 22 member 6 inhibitor Solute carrier family 22 member 6 PubMed PubMed PubMed PubMed
Solute carrier family 22 member 8 inhibitor Solute carrier family 22 member 8 PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Influenza in BirdsD005585EFO:0005222avian influenza1ClinicalTrials
CellulitisD002481EFO:0003035cellulitis2ClinicalTrials
GoutD006073EFO:0004274gout4ATC
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury1ClinicalTrials
ObesityD009765EFO:0001073obesity3ClinicalTrials
Heart Failure, SystolicD054143EFO:1001207systolic heart failure2ClinicalTrials

Clinical Data

ClinicalTrials.gov PROBENECID
The Cochrane Collaboration PROBENECID

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 CHEMBL897. 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
CHEMBL1075319 Transient receptor potential cation channel subfamily M member 8 Homo sapiens 1.000
CHEMBL1667665 Transient receptor potential M8 protein Canis familiaris 1.000
CHEMBL1741186 Nuclear receptor ROR-gamma Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.999
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.999
CHEMBL3949 Endothelin receptor ET-B Sus scrofa 0.997
CHEMBL280 Matrix metalloproteinase 13 Homo sapiens 0.972
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.971
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.932
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.911
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.896
CHEMBL4566 Endothelin receptor ET-A Rattus norvegicus 0.808
CHEMBL3858 Carnitine palmitoyltransferase 1A Rattus norvegicus 0.782
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.766
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.765
CHEMBL5700 Lysophosphatidic acid receptor 5 Homo sapiens 0.595
CHEMBL1293194 Carnitine O-palmitoyltransferase 1, liver isoform Homo sapiens 0.459
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.442
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.370



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1075319 Transient receptor potential cation channel subfamily M member 8 Homo sapiens 1.000
CHEMBL1667665 Transient receptor potential M8 protein Canis familiaris 1.000
CHEMBL1741186 Nuclear receptor ROR-gamma Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.999
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.999
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.997
CHEMBL3949 Endothelin receptor ET-B Sus scrofa 0.925
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.916
CHEMBL280 Matrix metalloproteinase 13 Homo sapiens 0.906
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.898
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.882
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.855
CHEMBL2216739 Carnitine O-palmitoyltransferase 1, muscle isoform Homo sapiens 0.780
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.744
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.731
CHEMBL3858 Carnitine palmitoyltransferase 1A Rattus norvegicus 0.689
CHEMBL2061 Retinoid X receptor alpha Homo sapiens 0.656
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 0.495
CHEMBL4860 Apoptosis regulator Bcl-2 Homo sapiens 0.490
CHEMBL1870 Retinoid X receptor beta Homo sapiens 0.439

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
285.4 285.1035 2.2 7 74.68 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.69 - 2.51 -.53 1 19 0.83

Structural Alerts

There are 2 structural alerts for CHEMBL897. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M04 - ANTIGOUT PREPARATIONS
M04A - ANTIGOUT PREPARATIONS
M04AB - Preparations increasing uric acid excretion
M04AB01 - probenecid

ChemSpider ChemSpider:DBABZHXKTCFAPX-UHFFFAOYSA-N
DailyMed probenecid
PubChem SID: 11112135 SID: 144203879 SID: 144209308 SID: 144213245 SID: 170464839 SID: 17389752 SID: 26747055 SID: 26747056 SID: 26751571 SID: 50100375 SID: 56424104 SID: 855953
Wikipedia Probenecid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL897



ACToR 57-66-9
BindingDB 50206509
Brenda 154394 3131 153409 44642
ChEBI 8426
DrugBank DB01032
DrugCentral 2268
eMolecules 593868 27523493
EPA CompTox Dashboard DTXSID9021188
FDA SRS PO572Z7917
Guide to Pharmacology 4357
Human Metabolome Database HMDB0015166
IBM Patent System 44A6BF92E84614559855A0255EE47026
KEGG Ligand C07372
LINCS LSM-4140
Mcule MCULE-8664946016
MolPort MolPort-000-145-935
NIH Clinical Collection SAM002554923
Nikkaji J1.382J
PharmGKB PA451106
PubChem 4911
PubChem: Thomson Pharma 14873183
Selleck probenecid-benemid
SureChEMBL SCHEMBL3663
ZINC ZINC000000001982

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