lisdexamfetamine   Click here for help

GtoPdb Ligand ID: 7213

Synonyms: NRP104 | Vyvanse®
Approved drug
lisdexamfetamine is an approved drug (FDA (2007))
Compound class: Synthetic organic
Comment: This drug is a prodrug of dexamphetamine. The amphetamine is released more slowly from this prodrug than by administering active amphetamine directly.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 84.63
Molecular weight 263.2
XLogP 1.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC(C(=NC(Cc1ccccc1)C)O)N
Isomeric SMILES NCCCC[C@@H](C(=N[C@H](Cc1ccccc1)C)O)N
InChI InChI=1S/C15H25N3O/c1-12(11-13-7-3-2-4-8-13)18-15(19)14(17)9-5-6-10-16/h2-4,7-8,12,14H,5-6,9-11,16-17H2,1H3,(H,18,19)/t12-,14-/m0/s1
InChI Key VOBHXZCDAVEXEY-JSGCOSHPSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2007))
Is prodrug? Yes
Active form dexamfetamine
IUPAC Name Click here for help
(2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanimidic acid
International Nonproprietary Names Click here for help
INN number INN
8690 lisdexamfetamine
Synonyms Click here for help
NRP104 | Vyvanse®
Database Links Click here for help
CAS Registry No. 608137-32-2
ChEMBL Ligand CHEMBL1201222
DrugBank Ligand DB01255
DrugCentral Ligand 4135
GtoPdb PubChem SID 178103788
PubChem CID 11597698
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Wikipedia Lisdexamfetamine