orotic acid   Click here for help

GtoPdb Ligand ID: 4690

Synonyms: orotate
PDB Ligand
Compound class: Metabolite
Comment: Orotic acid has been assigned an INN in its own right and is also a component of the INN-assigned compound orazamide.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 103.02
Molecular weight 156.02
XLogP -0.47
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=c1[nH]c(=O)[nH]c(c1)C(=O)O
Isomeric SMILES O=c1[nH]c(=O)[nH]c(c1)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)
InChI Key PXQPEWDEAKTCGB-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
2957 orazamide
3502 orotic acid
Synonyms Click here for help
orotate
Database Links Click here for help
CAS Registry No. 65-86-1 (source: Scifinder)
ChEBI CHEBI:16742
ChEMBL Ligand CHEMBL1235017
DrugCentral Ligand 3402
GtoPdb PubChem SID 178101403
PubChem CID 967
RCSB PDB Ligand ORO
Search Google for chemical match using the InChIKey PXQPEWDEAKTCGB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PXQPEWDEAKTCGB
Search PubMed clinical trials orotic acid
Search PubMed titles orotic acid
Search PubMed titles/abstracts orotic acid
UniChem Compound Search for chemical match using the InChIKey PXQPEWDEAKTCGB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PXQPEWDEAKTCGB-UHFFFAOYSA-N
Wikipedia Orotic_acid

Product suppliers

View disclaimer

MedChemExpress
Orotic acid (links to external site)
Cat. No. HY-N0157