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
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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
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
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