meprobamate   

GtoPdb Ligand ID: 7225

Synonyms: Equanil® | Meprospan® | Miltown®
meprobamate is an approved drug (FDA (1955))
Compound class: Synthetic organic
Comment: Meprobamate is a carbamate derivative anxiolytic drug. Use of meprobamate has largely been replaced by the benzodiazepines due to their wider therapeutic index and lower incidence of serious side-effects.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 106.62
Molecular weight 218.13
XLogP 2.97
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCCC(COC(=N)O)(COC(=N)O)C
Isomeric SMILES CCCC(COC(=N)O)(COC(=N)O)C
InChI InChI=1S/C9H18N2O4/c1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3-6H2,1-2H3,(H2,10,12)(H2,11,13)
InChI Key NPPQSCRMBWNHMW-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1955))
Prodrug carisoprodol
IUPAC Name
({2-[(C-hydroxycarbonimidoyloxy)methyl]-2-methylpentyl}oxy)carboximidic acid
International Nonproprietary Names
INN number INN
533 meprobamate
Synonyms
Equanil® | Meprospan® | Miltown®
Database Links
CAS Registry No. 57-53-4
ChEMBL Ligand CHEMBL979
DrugBank Ligand DB00371
DrugCentral Ligand 1704
GtoPdb PubChem SID 178103799
PubChem CID 4064
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Wikipedia Meprobamate