Details of the Drug

General Information of Drug (ID: DMA1MKT)

Drug Name
uric acid
Synonyms urate
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 168.11
Logarithm of the Partition Coefficient (xlogp) -1.9
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Metabolism
The drug is metabolized via uricase to allantoin []
Chemical Identifiers
Formula
C5H4N4O3
IUPAC Name
7,9-dihydro-3H-purine-2,6,8-trione
Canonical SMILES
C12=C(NC(=O)N1)NC(=O)NC2=O
InChI
InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12)
InChIKey
LEHOTFFKMJEONL-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1175
ChEBI ID
CHEBI:17775
CAS Number
69-93-2
DrugBank ID
DB08844
TTD ID
D0D3CS
VARIDT ID
DR00172

Molecular Interaction Atlas of This Drug


Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Monocarboxylate transporter 9 (SLC16A9) DTQK5O9 MOT9_HUMAN Substrate [2]
Urate anion exchanger 1 (SLC22A12) DT2WLAD S22AC_HUMAN Substrate [3]
Organic anion transporter 4 (SLC22A11) DT06JWZ S22AB_HUMAN Substrate [4]
Breast cancer resistance protein (ABCG2) DTI7UX6 ABCG2_HUMAN Substrate [5]
Organic anion transporter 1 (SLC22A6) DTQ23VB S22A6_HUMAN Substrate [4]
Organic anion transporter 3 (SLC22A8) DTVP67E S22A8_HUMAN Substrate [4]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
5'-AMP-activated protein kinase subunit gamma-2 (PRKAG2) OTHTAM54 AAKG2_HUMAN Regulation of Drug Effects [6]
Aldehyde dehydrogenase family 16 member A1 (ALDH16A1) OT50NI6Z A16A1_HUMAN Regulation of Drug Effects [7]
Aldo-keto reductase family 1 member B1 (AKR1B1) OTRX72TH ALDR_HUMAN Gene/Protein Processing [8]
Alpha-protein kinase 1 (ALPK1) OTBW6SGD ALPK1_HUMAN Gene/Protein Processing [9]
Angiotensinogen (AGT) OTBZLYR3 ANGT_HUMAN Gene/Protein Processing [10]
APOBEC1 complementation factor (A1CF) OTJBKFA1 A1CF_HUMAN Regulation of Drug Effects [6]
Ataxin-2 (ATXN2) OT465IGT ATX2_HUMAN Regulation of Drug Effects [6]
ATP-binding cassette sub-family C member 4 (ABCC4) OTO27PAL MRP4_HUMAN Regulation of Drug Effects [11]
C-C motif chemokine 2 (CCL2) OTAD2HEL CCL2_HUMAN Protein Interaction/Cellular Processes [12]
Caspase-1 (CASP1) OTZ3YQFU CASP1_HUMAN Protein Interaction/Cellular Processes [13]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4731).
2 Common missense variant of monocarboxylate transporter 9 (MCT9/SLC16A9) gene is associated with renal overload gout, but not with all gout susceptibility. Hum Cell. 2013 Dec;26(4):133-6.
3 Concentration-dependent mode of interaction of angiotensin II receptor blockers with uric acid transporter. J Pharmacol Exp Ther. 2007 Jan;320(1):211-7.
4 Involvement of uric acid transporters in alteration of serum uric acid level by angiotensin II receptor blockers. Pharm Res. 2008 Mar;25(3):639-46.
5 Extra-renal elimination of uric acid via intestinal efflux transporter BCRP/ABCG2. PLoS One. 2012;7(2):e30456.
6 Genome-wide association analyses identify 18 new loci associated with serum urate concentrations. Nat Genet. 2013 Feb;45(2):145-54. doi: 10.1038/ng.2500. Epub 2012 Dec 23.
7 Identification of low-frequency variants associated with gout and serum uric acid levels. Nat Genet. 2011 Oct 9;43(11):1127-30. doi: 10.1038/ng.972.
8 Uric acid activates aldose reductase and the polyol pathway for endogenous fructose and fat production causing development of fatty liver in rats. J Biol Chem. 2019 Mar 15;294(11):4272-4281. doi: 10.1074/jbc.RA118.006158. Epub 2019 Jan 16.
9 Enhanced alpha-kinase 1 accelerates multiple early nephropathies in streptozotocin-induced hyperglycemic mice. Biochim Biophys Acta. 2016 Nov;1862(11):2034-2042. doi: 10.1016/j.bbadis.2016.08.010. Epub 2016 Aug 16.
10 Resveratrol inhibits the intracellular calcium increase and angiotensin/endothelin system activation induced by soluble uric acid in mesangial cells. Braz J Med Biol Res. 2015 Jan;48(1):51-56. doi: 10.1590/1414-431x20144032. Epub 2014 Oct 24.
11 Human organic anion transporter MRP4 (ABCC4) is an efflux pump for the purine end metabolite urate with multiple allosteric substrate binding sites. Am J Physiol Renal Physiol. 2005 Feb;288(2):F327-33. doi: 10.1152/ajprenal.00133.2004. Epub 2004 Sep 28.
12 Ketohexokinase-dependent metabolism of fructose induces proinflammatory mediators in proximal tubular cells. J Am Soc Nephrol. 2009 Mar;20(3):545-53. doi: 10.1681/ASN.2008060576. Epub 2009 Jan 21.
13 Innate immune activation through Nalp3 inflammasome sensing of asbestos and silica. Science. 2008 May 2;320(5876):674-7. doi: 10.1126/science.1156995. Epub 2008 Apr 10.