caffeine   Click here for help

GtoPdb Ligand ID: 407

Synonyms: Peyona®
Approved drug PDB Ligand
caffeine is an approved drug (FDA (no history prior to 1999), EMA (2009))
Comment: Caffeine is a central nervous system stimulant that causes increased alertness and agitation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 61.82
Molecular weight 194.08
XLogP 1.55
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Cn1cnc2c1c(=O)n(C)c(=O)n2C
Isomeric SMILES Cn1cnc2c1c(=O)n(C)c(=O)n2C
InChI InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChI Key RYYVLZVUVIJVGH-UHFFFAOYSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (no history prior to 1999), EMA (2009))
IUPAC Name Click here for help
1,3,7-trimethylpurine-2,6-dione
Synonyms Click here for help
Peyona®
Database Links Click here for help
BindingDB Ligand 10849
BitterDB Ligand 46
CAS Registry No. 58-08-2
ChEBI CHEBI:27732
ChEMBL Ligand CHEMBL113
DrugBank Ligand DB00201
DrugCentral Ligand 463
GtoPdb PubChem SID 135652675
PubChem CID 2519
RCSB PDB Ligand CFF
Search Google for chemical match using the InChIKey RYYVLZVUVIJVGH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RYYVLZVUVIJVGH
Search UniChem for chemical match using the InChIKey RYYVLZVUVIJVGH-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone RYYVLZVUVIJVGH
SynPHARM 1495 (in complex with A2A receptor)
Wikipedia Caffeine

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Tocris
Caffeine
Cat. No. 2793