methylphenidate   Click here for help

GtoPdb Ligand ID: 7236

Synonyms: Concerta® | Jornay PM® (a.k.a. HLD200) | Ritalin®
Approved drug
methylphenidate is an approved drug (FDA (1955))
Compound class: Synthetic organic
Comment: Methylphenidate is a racemic mixture of optical isomers (enantiomers). We show the chemical structure without specified stereochemistry to represent the mixture. The most active (R,R) enantiomer is the approved drug dexmethylphenidate. Methylphenidate is administered as the hydrochloride salt (PubChem CID 9280).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 38.33
Molecular weight 233.14
XLogP 2.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)C(c1ccccc1)C1CCCCN1
Isomeric SMILES COC(=O)C(c1ccccc1)C1CCCCN1
InChI InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3
InChI Key DUGOZIWVEXMGBE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1955))
IUPAC Name Click here for help
methyl 2-phenyl-2-(piperidin-2-yl)acetate
International Nonproprietary Names Click here for help
INN number INN
485 methylphenidate
Synonyms Click here for help
Concerta® | Jornay PM® (a.k.a. HLD200) | Ritalin®
Database Links Click here for help
CAS Registry No. 13-45-1
ChEMBL Ligand CHEMBL796
DrugBank Ligand DB00422
DrugCentral Ligand 1767
GtoPdb PubChem SID 178103810
PubChem CID 4158
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Wikipedia Methylphenidate