Details of the Drug

General Information of Drug (ID: DMP6BSH)

Drug Name

Orotic acid

Synonyms

65-86-1; 6-Carboxyuracil; Oropur; Orodin; Orotonin; Orotonsan; Oroturic; Orotyl; Whey factor; Vitamin B13; 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid; Uracil-6-carboxylic acid; 6-Uracilcarboxylic acid; Animal galactose factor; Orotsaeure; Molkensaeure; Uracil-6-carbosaeure; 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-; 2,6-Dihydroxypyrimidine-4-carboxylic acid; 2,6-Dihydroxy-4-pyrimidinecarboxylic acid; Orotsaeure [German]; Acidum oroticum; Acide orotique; Acido orotico; Acidum oroti

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

156.1

Logarithm of the Partition Coefficient (xlogp)

-1.4

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C5H4N2O4
IUPAC Name: 2,4-dioxo-1H-pyrimidine-6-carboxylic acid
Canonical SMILES: C1=C(NC(=O)NC1=O)C(=O)O
InChI: InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
InChIKey: PXQPEWDEAKTCGB-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 967
ChEBI ID: CHEBI:16742
CAS Number: 65-86-1
DrugBank ID: DB02262
TTD ID: D0S7BK

Combinatorial Drugs (CBD)

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Plasmodium Dihydroorotate dehydrogenase (Malaria DHOdehase)	TT3PQ2Y	PYRD_PLAF7	Inhibitor	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Regulatory-associated protein of mTOR (RPTOR)	OT4TQZ9F	RPTOR_HUMAN	Post-Translational Modifications	[3]
Ribosomal protein S6 kinase beta-1 (RPS6KB1)	OTAELNGX	KS6B1_HUMAN	Post-Translational Modifications	[3]
Solute carrier family 22 member 7 (SLC22A7)	OTKTNH1W	S22A7_HUMAN	Regulation of Drug Effects	[4]

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Molecular Interaction Atlas (MIA)

MIA Detail

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: 4690).
2	Structure-activity relationships of pyrimidines as dihydroorotate dehydrogenase inhibitors. Biochem Pharmacol. 1988 Oct 15;37(20):3807-16.
3	Proliferating effect of orotic acid through mTORC1 activation mediated by negative regulation of AMPK in SK-Hep1 hepatocellular carcinoma cells. J Toxicol Sci. 2012;37(4):813-21. doi: 10.2131/jts.37.813.
4	Benzoic acid and specific 2-oxo acids activate hepatic efflux of glutamate at OAT2. Biochim Biophys Acta. 2013 Feb;1828(2):491-8. doi: 10.1016/j.bbamem.2012.08.026. Epub 2012 Sep 7.