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

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
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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

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 (2007))
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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UniChem Compound Search for chemical match using the InChIKey VOBHXZCDAVEXEY-JSGCOSHPSA-N
UniChem Connectivity Search for chemical match using the InChIKey VOBHXZCDAVEXEY-JSGCOSHPSA-N
Wikipedia Lisdexamfetamine