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))
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
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
SynPHARM 1495 (in complex with A2A receptor)
UniChem Compound Search for chemical match using the InChIKey RYYVLZVUVIJVGH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RYYVLZVUVIJVGH-UHFFFAOYSA-N
Wikipedia Caffeine

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Tocris
Caffeine
Cat. No. 2793