serdexmethylphenidate   Click here for help

GtoPdb Ligand ID: 11450

Synonyms: Azstarys® (serdexmethylphenidate + dexmethylphenidate) | KP-484 | KP484
Approved drug
serdexmethylphenidate is an approved drug (FDA (2021))
Compound class: Synthetic organic
Comment: Serdexmethylphenidate (KP484) is a prodrug that is a slow-release derivative of dexmethylphenidate (d-MPH).
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 149.18
Molecular weight 499.2
XLogP 1.85
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES OC[C@@H](C(=O)[O-])NC(=O)c1ccc[n+](c1)COC(=O)N1CCCC[C@@H]1[C@@H](c1ccccc1)C(=O)OC
Isomeric SMILES OC[C@@H](C(=O)[O-])NC(=O)c1ccc[n+](c1)COC(=O)N1CCCC[C@@H]1[C@@H](c1ccccc1)C(=O)OC
InChI InChI=1S/C25H29N3O8/c1-35-24(33)21(17-8-3-2-4-9-17)20-11-5-6-13-28(20)25(34)36-16-27-12-7-10-18(14-27)22(30)26-19(15-29)23(31)32/h2-4,7-10,12,14,19-21,29H,5-6,11,13,15-16H2,1H3,(H-,26,30,31,32)/t19-,20+,21+/m0/s1
InChI Key UBZPNQRBUOBBLN-PWRODBHTSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2021))
Is prodrug? Yes
Active form dexmethylphenidate
IUPAC Name Click here for help
(2S)-3-hydroxy-2-[[1-[[(2R)-2-[(1R)-2-methoxy-2-oxo-1-phenylethyl]piperidine-1-carbonyl]oxymethyl]pyridin-1-ium-3-carbonyl]amino]propanoate
International Nonproprietary Names Click here for help
INN number INN
10916 serdexmethylphenidate
Synonyms Click here for help
Azstarys® (serdexmethylphenidate + dexmethylphenidate) | KP-484 | KP484
Database Links Click here for help
CAS Registry No. 1996626-29-9 (source: WHO INN record)
GtoPdb PubChem SID 440816819
PubChem CID 134823895
Search Google for chemical match using the InChIKey UBZPNQRBUOBBLN-PWRODBHTSA-N
Search Google for chemicals with the same backbone UBZPNQRBUOBBLN
Search PubMed clinical trials serdexmethylphenidate
Search PubMed titles serdexmethylphenidate
Search PubMed titles/abstracts serdexmethylphenidate
UniChem Compound Search for chemical match using the InChIKey UBZPNQRBUOBBLN-PWRODBHTSA-N
UniChem Connectivity Search for chemical match using the InChIKey UBZPNQRBUOBBLN-PWRODBHTSA-N