orotic acid   Click here for help

GtoPdb Ligand ID: 4690

Synonyms: orotate
PDB Ligand
Compound class: Metabolite or derivative
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
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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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
Classification Click here for help
Compound class Metabolite or derivative
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