METHYLPHENIDATE HYDROCHLORIDE

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Trade Names
Synonyms
Status
Molecule Category Salt-form
UNII 4B3SC438HI
EPA CompTox DTXSID8020886
Parent Compound: METHYLPHENIDATE

Structure

InChI Key JUMYIBMBTDDLNG-UHFFFAOYSA-N
Smiles COC(=O)C(c1ccccc1)C1CCCCN1.Cl
InChI
InChI=1S/C14H19NO2.ClH/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;1H

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H20ClNO2
Molecular Weight 269.77
AlogP 2.09
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 3.0
Polar Surface Area 38.33
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 17.0

Bioactivity

Mechanism of Action Action Reference
Dopamine transporter inhibitor INHIBITOR PubMed DailyMed
Protein: Norepinephrine transporter
Description: Sodium-dependent noradrenaline transporter
Organism : Homo sapiens
P23975 ENSG00000103546
Protein: Dopamine transporter
Description: Sodium-dependent dopamine transporter
Organism : Homo sapiens
Q01959 ENSG00000142319
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 20-122 - - -
Assay Description Organism Bioactivity Reference
Displacement of [125I]-RTI-55 from Dopamine transporter expressed in HEK293 cells Homo sapiens 121.7 nM
Displacement of [125I]RTI-55 from human Norepinephrine transporter expressed in HEK293 cells Homo sapiens 788.0 nM
Inhibition of [3H]norepinephrine uptake in HEK293 cells expressing human norepinephrine transporter Homo sapiens 51.0 nM
Inhibition of [3H]dopamine uptake in HEK293 cells expressing human dopamine transporter Homo sapiens 19.9 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 6.37 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 3.104 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.18 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.18 %

Cross References

Resources Reference
ChEBI 31836
ChEMBL CHEMBL1722
FDA SRS 4B3SC438HI
KEGG D07806
SureChEMBL SCHEMBL41067
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