UCSF

ZINC00896709

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 17 Yes

Popular Name: Methylphenidate hydrochloride Methylphenidate hydrochloride

Find On: PubMed — Wikipedia — Google

CAS Numbers: 113-45-1 , 298-59-9 , 298-59-9, 113-45-1(base)

Other Names:

.alpha.-Phenyl-2-piperidineacetic acid methyl ester

113-45-1

113-45-1; C07196; Methylphenidate

113-45-1; D04999; Daytrana (TN); Methylphenidate (USAN/INN)

2-Piperidineacetic acid, .alpha.-phenyl-, methyl ester

2-Piperidineacetic acid, alpha-phenyl-, methyl ester

2-Piperidineacetic acid, alpha-phenyl-, methyl ester; 4311/B Ciba; C 4311; C14H19NO2; Calocain; Centedrin; Concerta; DEA No. 1724; Daytrana; EINECS 204-028-6; HSDB 3126; LS-565; METHYLPHENIDATE (SEE ALSO: METHYLPHENIDATE HYDROCHLORIDE, CAS 298-59-9, NTPNO

298-59-9 (hydrochloride)

298-59-9; Concerta (TN); D01296; Metadate (TN); Methylphenidate hydrochloride (JAN/USP); Quillivant xr (TN); Ritalin (TN)

4311/B Ciba

AC1L1HJM

alpha-Phenyl-2-piperidineacetic acid methyl ester

alpha-Phenyl-alpha-(2-piperidyl)acetic acid methyl ester

BAN

C 4311

C07196

Calocain

Centedein

Centedrin

Centedrine

Centredin

CHEBI:6887

CHEMBL796

CID4158

Concerta

d-methylphenidate HCl

D-Methylphenidate HCl;Methyl phenidyl acetate;Methylphenidate HCl;Methylphenidate hydrochloride;Methylphenidatum [INN-Latin];Methylphenidylacetate hydrochloride;Metilfenidat hydrochloride;Metilfenidato [INN-Spanish];Metilfenidato [Italian];Phenidylate

D04999

DAP000024

Daytrana

Daytrana (TN)

DB00422

DB06701

DEA No. 1724

EINECS 204-028-6

FDA

FDA)

Focalin

Focalin XR

HSDB 3126

INN

JAN

L001307

LS-190316

LS-565

Meridil

Metadate

Metadate CD

Metadate ER

Methyl (2-phenyl-2-(2-piperidyl)acetate)

Methyl 2-phenyl-2-(piperidin-2-yl)acetate

Methyl 2-phenyl-2-(piperidin-2-yl)acetate hydrochloride

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 ER

Methylofenidan

Methylphen

Methylphenidan

Methylphenidate

Methylphenidate (BAN

Methylphenidate (FDA

METHYLPHENIDATE (SEE ALSO: METHYLPHENIDATE HYDROCHLORIDE, CAS 298-59-9, NTPNO 10266-R)

Methylphenidate (USAN/INN)

Methylphenidate HCl

Methylphenidate [INN:BAN]

methylphenidate(1+)

Methylphenidate; alpha-phenyl-2-piperidineacetic acid methyl ester; methyl alpha-phenyl-alpha-(2-piperidyl)acetate; methyl alpha-phenyl-alpha-2-piperidinylacetate; methyl phenidylacetate; methylphenidan

methylphenidate; methylphenidatum; metilfenidato

Methylphenidatum

Methylphenidatum [INN-Latin]

Methylphenidylacetate hydrochloride

Methypatch

Metilfenidat hydrochloride

Metilfenidato

Metilfenidato [INN-Spanish]

Metilfenidato [Italian]

MFCD00058191

MFCD00242885

MolPort-001-779-620

nchembio.2007.55-comp28

NCI-C56280

Phenidylate

Plimasine

PMS-Methylphenidate

Quillivant XR

Riphenidate

Ritalin

Ritalin hydrochloride

Ritalin LA

Ritalin SR

Ritalin-SR

Ritaline

Ritcher Works

Tsentedrin

UNII-207ZZ9QZ49

USAN); Methylphenidate HCl (FDA

USAN); Methylphenidate HCl (JAN

USAN); Methylphenidate Hydrochloride (FDA

USP

USP)

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.28 7.36 -38.59 2 3 1 43 234.319 4 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.82e-01 g/l DrugBank-approved
Therapy CNS stimulant SMDC Pharmakon
PUBCHEM_PATENT_ID EP0860432A1; US5859249 IBM Patent Data
UniProt Database Links EST1_HUMAN ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
SC6A2-1-E Norepinephrine Transporter (cluster #1 Of 2), Eukaryotic Eukaryotes 660 0.51 Binding ≤ 10μM
SC6A3-1-E Dopamine Transporter (cluster #1 Of 3), Eukaryotic Eukaryotes 79 0.58 Binding ≤ 10μM
SC6A4-3-E Serotonin Transporter (cluster #3 Of 4), Eukaryotic Eukaryotes 5100 0.44 Binding ≤ 10μM
SC6A2-1-E Norepinephrine Transporter (cluster #1 Of 3), Eukaryotic Eukaryotes 51 0.60 Functional ≤ 10μM
SC6A3-1-E Dopamine Transporter (cluster #1 Of 1), Eukaryotic Eukaryotes 20 0.63 Functional ≤ 10μM
Z50597-1-O Rattus Norvegicus (cluster #1 Of 12), Other Other 438 0.52 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
SC6A3_HUMAN Q01959 Dopamine Transporter, Human 121.7 0.57 Binding ≤ 1μM
SC6A3_RAT P23977 Dopamine Transporter, Rat 83 0.58 Binding ≤ 1μM
SC6A2_HUMAN P23975 Norepinephrine Transporter, Human 788 0.50 Binding ≤ 1μM
SC6A3_HUMAN Q01959 Dopamine Transporter, Human 121.7 0.57 Binding ≤ 10μM
SC6A3_RAT P23977 Dopamine Transporter, Rat 83 0.58 Binding ≤ 10μM
SC6A2_HUMAN P23975 Norepinephrine Transporter, Human 788 0.50 Binding ≤ 10μM
SC6A4_HUMAN P31645 Serotonin Transporter, Human 5100 0.44 Binding ≤ 10μM
SC6A3_HUMAN Q01959 Dopamine Transporter, Human 19.9 0.63 Functional ≤ 10μM
SC6A2_HUMAN P23975 Norepinephrine Transporter, Human 51 0.60 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 171 0.56 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Dopamine clearance from the synaptic cleft
Na+/Cl- dependent neurotransmitter transporters

Analogs ( Draw Identity 99% 90% 80% 70% )