General Information of the Compound
Compound ID
CP0287226
Compound Name
methyl 2-phenyl-2-piperidin-2-ylacetate
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Synonyms
2-Piperidineacetic acid, .alpha.-phenyl-, methyl ester
2-Piperidineacetic acid, alpha-phenyl-, methyl ester
Alpha-Phenyl-2-piperidineacetic acid methyl ester
Alpha-Phenyl-alpha-(2-piperidyl)acetic acid methyl ester
Attenta (TN)
Biphentin (TN)
C 4311
Calocain
Centedein
Centedrin
Centredin
Concerta
Concerta (TN)
D-methylphenidate HCl
Daytrana
Daytrana (TN)
Equasym (TN)
METHYLPHENIDATE (SEE ALSO: METHYLPHENIDATE HYDROCHLORIDE, CAS 298-59-9, NTPNO 10266-R)
Meridil
Metadate
Metadate CD
Metadate ER
Metadate ER (TN)
Methyl (2-phenyl-2-(2-piperidyl)acetate)
Methyl 2-phenyl-2-piperidin-2-ylacetate
Methyl alpha-phenyl-alpha-(2-piperidyl)acetate
Methyl alpha-phenyl-alpha-2-piperidinylacetate
Methyl phenidate
Methyl phenidyl acetate
Methyl phenidylacetate
Methyl phenyl(piperidin-2-yl)acetate
Methylfenidan
Methylin
Methylin (TN)
Methylin ER
Methylofenidan
Methylphen
Methylphenidan
Methylphenidate
Methylphenidate (USAN/INN)
Methylphenidate [INN:BAN]
Methylphenidatum
Methylphenidatum [INN-Latin]
Metilfenidato
Metilfenidato [INN-Spanish]
Metilfenidato [Italian]
Motiron (TN)
PMS-Methylphenidate
Phenidylate
Plimasine
Riphenidate
Ritalin
Ritalin (TN)
Ritalin LA
Ritalin LA (TN)
Ritalin SR
Ritalin-SR
Ritaline
Ritcher works
Rubifen (TN)
Tsentedrin
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Structure
Formula
C14H19NO2
Molecular Weight
233.311
Canonical SMILES
COC(=O)C(C1CCCCN1)c1ccccc1
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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
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InChIKey
DUGOZIWVEXMGBE-UHFFFAOYSA-N
CAS
113-45-1
Physicochemical Property
logP
2.0853
Rotatable Bonds
3
Heavy Atom Count
17
Polar Areas
38.33
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
17

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 4158
SID: 14798219
ChEMBL ID
CHEMBL796
DrugBank ID
DB00422
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00884, Sodium-dependent dopamine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 79 nM
   TI
   LI
   LO
   TS
2
Ki = 110 nM
   TI
   LI
   LO
   TS
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 34 nM
   TI
   LI
   LO
   TS
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 61 nM
   TI
   LI
   LO
   TS
2
Ki = 660 nM
   TI
   LI
   LO
   TS
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 340 nM
   TI
   LI
   LO
   TS
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 5100 nM
   TI
   LI
   LO
   TS
2
Ki = 65000 nM
   TI
   LI
   LO
   TS
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki > 10000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Methylphenidate )
Drug Name Methylphenidate
Company Novartis
Indication
Attention deficit hyperactivity disorder
Approved
Traumatic brain injury
Phase 4
Target(s)
Dopamine transporter (DAT)
Blocker