carisoprodol   Click here for help

GtoPdb Ligand ID: 7610

Synonyms: Soma®
Approved drug
carisoprodol is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: Carisoprodol is a racemic mixture of enantiomers; R-carisoprodol and S-carisoprodol. We show the non-stereo molecule to represent the mixture.
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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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Click here for structure editor
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 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/). 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 6
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 90.65
Molecular weight 260.17
XLogP 2.1
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
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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.

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/)

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Canonical SMILES CCCC(COC(=O)N)(COC(=O)NC(C)C)C
Isomeric SMILES CCCC(COC(=O)N)(COC(=O)NC(C)C)C
InChI InChI=1S/C12H24N2O4/c1-5-6-12(4,7-17-10(13)15)8-18-11(16)14-9(2)3/h9H,5-8H2,1-4H3,(H2,13,15)(H,14,16)
InChI Key OFZCIYFFPZCNJE-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 Synthetic organic
Approved drug? Yes (FDA (1959))
Is prodrug? Yes
Active form meprobamate
IUPAC Name Click here for help
[2-(carbamoyloxymethyl)-2-methylpentyl] N-propan-2-ylcarbamate
International Nonproprietary Names Click here for help
INN number INN
902 carisoprodol
Synonyms Click here for help
Soma®
Database Links Click here for help
BitterDB Ligand 58
CAS Registry No. 78-44-4
ChEBI CHEBI:3419
ChEMBL Ligand CHEMBL1233
DrugBank Ligand DB00395
DrugCentral Ligand 509
GtoPdb PubChem SID 223365945
PubChem CID 2576
Search Google for chemical match using the InChIKey OFZCIYFFPZCNJE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OFZCIYFFPZCNJE
Search PubMed clinical trials carisoprodol
Search PubMed titles carisoprodol
Search PubMed titles/abstracts carisoprodol
UniChem Compound Search for chemical match using the InChIKey OFZCIYFFPZCNJE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OFZCIYFFPZCNJE-UHFFFAOYSA-N
Wikipedia Carisoprodol