Molecule Details
InChIKeyDBABZHXKTCFAPX-UHFFFAOYSA-N
Canonical SMILESCCCN(CCC)S(=O)(=O)c1ccc(C(=O)O)cc1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)2
Pfam Stratification Homologous
Avg pChEMBL6.41
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01032
Drug NameProbenecid
CAS Number57-66-9
Groups approved investigational
ATC Codes M04AB01 G01AE10 M04AC51
DescriptionThe prototypical uricosuric agent. It inhibits the renal excretion of organic anions and reduces tubular reabsorption of urate. Probenecid has also been used to treat patients with renal impairment, and, because it reduces the renal tubular excretion of other drugs, has been used as an adjunct to an...

Categories: Adjuvants, Pharmaceutic Amides Antigout Preparations Antirheumatic Agents Compounds used in a research, industrial, or household setting Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C8 Inducers Cytochrome P-450 CYP2C8 Inducers (strength unknown) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Drugs that are Mainly Renally Excreted Genito Urinary System and Sex Hormones Gynecological Antiinfectives and Antiseptics Musculo-Skeletal System OAT1/SLC22A6 inhibitors OAT3/SLC22A8 Inhibitors OCT1 inhibitors OCT2 Inhibitors Pharmaceutic Aids Pharmaceutical Preparations Preparations Increasing Uric Acid Excretion Preparations With No Effect on Uric Acid Metabolism Sulfonamides Sulfones Sulfur Compounds UGT1A1 Inhibitors Uricosuric Agents
Cross-references: BindingDB: 50206509 ChEBI: 8426 CHEMBL897 ChemSpider: 4742 Drugs Product Database (DPD): 9108 Guide to Pharmacology: 4357 IUPHAR: 4357 C07372 D00475 PDB: RTO PharmGKB: PA451106 PubChem:4911 PubChem:46506554 RxCUI: 8698 Therapeutic Targets Database: DAP001292 Wikipedia: Probenecid ZINC: ZINC000000001982
Target Activities (2)
Target Gene Organism Category Pfam pChEMBL Type Source
Q16790 CA9 Homo sapiens Human PF00194 6.4 Ki ChEMBL;BindingDB
P00918 CA2 Homo sapiens Human PF00194 6.4 Ki ChEMBL;BindingDB
DrugBank Target Actions (34)
Target Gene Target Name Action Type
P02768 ALB Albumin binder carriers
P08684 CYP3A4 Cytochrome P450 3A4 inducer enzymes
P10632 CYP2C8 Cytochrome P450 2C8 inducer enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P22309 UGT1A1 UDP-glucuronosyltransferase 1A1 inhibitor enzymes
Q96RD7 Q96RD7 Pannexin-1 antagonist targets
Q4U2R8 SLC22A6 Solute carrier family 22 member 6 inhibitor targets
Q8TCC7 SLC22A8 Organic anion transporter 3 inhibitor targets
Q9NSA0 SLC22A11 Solute carrier family 22 member 11 inhibitor targets
Q9NYV7 Q9NYV7 Taste receptor type 2 member 16 inhibitory allosteric modulator targets
O15244 SLC22A2 Solute carrier family 22 member 2 inhibitor transporters
O15245 SLC22A1 Solute carrier family 22 member 1 inhibitor transporters
O15438 ABCC3 ATP-binding cassette sub-family C member 3 inhibitor transporters
O15439 O15439 ATP-binding cassette sub-family C member 4 inhibitor transporters
O15440 O15440 ATP-binding cassette sub-family C member 5 inhibitor transporters
O60669 SLC16A7 Monocarboxylate transporter 2 inhibitor transporters
O76082 O76082 Organic cation/carnitine transporter 2 inhibitor transporters
O95255 O95255 ATP-binding cassette sub-family C member 6 inhibitor transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 inhibitor transporters
P46721 P46721 Solute carrier organic anion transporter family member 1A2 inhibitor transporters
P53985 SLC16A1 Monocarboxylate transporter 1 inhibitor transporters
Q14973 SLC10A1 Hepatic sodium/bile acid cotransporter inhibitor transporters
Q4U2R8 SLC22A6 Solute carrier family 22 member 6 inhibitor transporters
Q63ZE4 Q63ZE4 Solute carrier family 22 member 10 inhibitor transporters
Q8TCC7 SLC22A8 Organic anion transporter 3 inhibitor transporters
Q92887 ABCC2 ATP-binding cassette sub-family C member 2 inhibitor transporters
Q96J66 Q96J66 ATP-binding cassette sub-family C member 11 inhibitor transporters
Q96S37 SLC22A12 Solute carrier family 22 member 12 inhibitor transporters
Q9NRM0 Q9NRM0 Solute carrier family 2, facilitated glucose transporter member 9 inhibitor transporters
Q9NSA0 SLC22A11 Solute carrier family 22 member 11 inhibitor transporters
Q9NYB5 Q9NYB5 Solute carrier organic anion transporter family member 1C1 inhibitor transporters
Q9Y694 Q9Y694 Solute carrier family 22 member 7 inhibitor transporters
Q4U2R8 SLC22A6 Solute carrier family 22 member 6 substrate transporters
Q92887 ABCC2 ATP-binding cassette sub-family C member 2 substrate transporters