PROBENECID

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Trade Names:	BENEMID PROBALAN PROBENECID
Synonyms:	BENEMID BENURYL HC 5006 NSC-18786 P-(DIPROPYLSULFAMOYL)BENZOIC ACID PROBALAN PROBAMPICIN PROBECID PROBENATE PROBENECID COMPONENT OF COL- PROBENECID COMPONENT OF COLBENEMID PROBENECID COMPONENT OF ORLYNVAH PROBENECID COMPONENT OF PROBAMPACIN PROBENECID COMPONENT OF PROBEN-C PROBENECIDE PROBENECIDUM
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

	Primary Target
Organic anion transporter 1

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Hydrolase	-	-	-	-
Enzyme Lyase	-	-	-	1245-1245	-
Enzyme Transferase	-	-	-	1429000	15.12
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb	-	-	-	-	-20.52--4.26
Ion channel Other ion channel	-	150000	-	-	61
Ion channel Voltage-gated ion channel Transient receptor potential channel	4200000	-	-	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	293000	22-89.44
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters	-	15000-174000	-	4300-12100	30-35.7
Transporter Primary active transporter ATP-binding cassette ABCB subfamily	-	564800-586800	-	-	-
Transporter Primary active transporter ATP-binding cassette ABCC subfamily	-	-	-	42200	-

Indications

Mesh Heading	Maximum Phase	Mesh ID	Reference
Infections	3	D007239	ClinicalTrials
Obesity	3	D009765	ClinicalTrials
Urinary Tract Infections	3	D014552	ClinicalTrials
Infertility, Male	3	D007248	ClinicalTrials
Cystitis, Hemorrhagic	3	D000096722	ClinicalTrials
Heart Failure, Systolic	2	D054143	ClinicalTrials
Heart Failure	2	D006333	ClinicalTrials
Cellulitis	2	D002481	ClinicalTrials
Diabetes Mellitus	1	D003920	ClinicalTrials
Neoplasms	1	D009369	ClinicalTrials
Influenza in Birds	1	D005585	ClinicalTrials
Brain Injuries	1	D001930	ClinicalTrials
Chondrocalcinosis	1	D002805	ClinicalTrials
Diabetes Mellitus, Type 2	1	D003924	ClinicalTrials
Alcoholism	1	D000437	ClinicalTrials
Kidney Diseases	1	D007674	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	HMDB15166
Guide to Pharmacology	4357
KEGG	C07372
PDB	RTO
PharmGKB	PA451106
PubChem	4911
SureChEMBL	SCHEMBL3663
ZINC	ZINC000000001982

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