PROBENECID

Search structure
Trade Names:
Synonyms:
Status: Approved (1951)
Entry Type: Small molecule
Molecule Category: Parent
ATC: M04AB01
UNII: PO572Z7917

Structure
InChI Key DBABZHXKTCFAPX-UHFFFAOYSA-N
Smile CCCN(CCC)S(=O)(=O)c1ccc(C(=O)O)cc1
InChI
InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H19NO4S
Molecular Weight 285.36
AlogP 2.2
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 74.68
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 19.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Solute carrier family 22 member 11 inhibitor PubMed PubMed PubMed PubMed Wikipedia
Primary Target
Organic anion transporter 1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Lyase
- - - 1245-1245 -
Enzyme Transferase
- - - 96000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 22-89
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 15000-86390 - 6310-6400 30-36

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Urinary Tract Infections 3 D014552 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Infections 3 D007239 ClinicalTrials
Heart Failure 2 D006333 ClinicalTrials
Cellulitis 2 D002481 ClinicalTrials
Heart Failure, Systolic 2 D054143 ClinicalTrials
Influenza in Birds 1 D005585 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Alcoholism 1 D000437 ClinicalTrials
Brain Injuries 1 D001930 ClinicalTrials
Chondrocalcinosis 0 D002805 ClinicalTrials

Related Entries

Mixture
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
35.71
Immune system disorders
14.29
Nervous system disorders
14.29
Pregnancy, puerperium and perinatal conditions
14.29
Gastrointestinal disorders
7.14
General disorders and administration site conditions
7.14
Renal and urinary disorders
7.14

Cross References

Resources Reference
CAS NUMBER 57-66-9
ChEBI 8426
ChEMBL CHEMBL897
DrugBank DB01032
DrugCentral 2268
EPA CompTox DTXSID9021188
FDA SRS PO572Z7917
Human Metabolome Database HMDB0015166
Guide to Pharmacology 4357
KEGG C07372
PharmGKB PA451106
PubChem 4911
SureChEMBL SCHEMBL3663
ZINC ZINC000000001982
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