caffeine


SMILES Cn1cnc2c1c(=O)n(C)c(=O)n2C
InChIKey RYYVLZVUVIJVGH-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 0
Molecular weight (Da) 194.1

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 3RFM 5MZP
Ligand site mutations A1 A2A

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
A2A AA2AR Human Adenosine A pKi 4.6 5.1 5.6 Guide to Pharmacology
A2B AA2BR Human Adenosine A pKi 4.47 4.72 4.98 Guide to Pharmacology
A3 AA3R Human Adenosine A pKi 4.88 4.88 4.88 Guide to Pharmacology
A1 AA1R Rat Adenosine A pKi 4.36 4.38 4.39 Guide to Pharmacology
A2B AA2BR Mouse Adenosine A pKi 4.89 4.89 4.89 Guide to Pharmacology
A2B AA2BR Rat Adenosine A pKi 4.52 4.52 4.52 Guide to Pharmacology
A2A AA2AR Rat Adenosine A pKi 4.32 4.41 4.49 Guide to Pharmacology
A2B AA2BR Mouse Adenosine A pKi 4.64 4.64 4.64 ChEMBL
A2A AA2AR Guinea pig Adenosine A pKi 4.1 4.25 4.3 ChEMBL
A2B AA2BR Rat Adenosine A pKi 4.52 4.52 4.52 ChEMBL
A1 AA1R Guinea pig Adenosine A pKi 4.0 4.0 4.0 ChEMBL
A2A AA2AR Rat Adenosine A pKi 4.3 4.51 5.03 ChEMBL
A1 AA1R Rat Adenosine A pKi 4.23 4.45 4.77 ChEMBL
A2B AA2BR Human Adenosine A pKi 4.47 4.62 5.0 ChEMBL
A3 AA3R Human Adenosine A pKi 4.88 4.88 4.9 ChEMBL
A2A AA2AR Human Adenosine A pKi 4.3 4.73 5.61 ChEMBL
A2A AA2AR Human Adenosine A pKd 4.6 4.93 5.26 ChEMBL
A1 AA1R Human Adenosine A pKi 4.3 4.48 4.97 ChEMBL
A1 AA1R Human Adenosine A pKd 4.35 4.35 4.35 ChEMBL
A1 AA1R Rat Adenosine A pKi 4.39 4.87 5.0 PDSP Ki database
A2A AA2AR Human Adenosine A pKi 4.63 4.85 5.0 PDSP Ki database
A1 AA1R Human Adenosine A pKi 4.35 4.84 5.0 PDSP Ki database
A2B AA2BR Human Adenosine A pKi 4.47 4.87 5.0 PDSP Ki database
A3 AA3R Human Adenosine A pKi 4.88 4.96 5.0 PDSP Ki database
A2A AA2AR Rat Adenosine A pKi 4.48 4.49 4.49 PDSP Ki database
A1 AA1R Human Adenosine A pKi 8.3 8.3 8.3 Drug Central
A2B AA2BR Human Adenosine A pKi 8.32 8.32 8.32 Drug Central
A3 AA3R Human Adenosine A pKi 8.36 8.36 8.36 Drug Central
A1 AA1R Rat Adenosine A pKi 8.32 8.32 8.32 Drug Central
A1 AA1R Guinea pig Adenosine A pKi 8.4 8.4 8.4 Drug Central
A1 AA1R Bovine Adenosine A pKi 8.34 8.34 8.34 Drug Central
A2B AA2BR Mouse Adenosine A pKi 8.31 8.31 8.31 Drug Central
A2A AA2AR Guinea pig Adenosine A pKi 8.39 8.39 8.39 Drug Central
A2A AA2AR Rat Adenosine A pKi 8.3 8.3 8.3 Drug Central
A1 AA1R Human Adenosine A pKi 4.35 4.66 4.97 Guide to Pharmacology
A2A AA2AR Human Adenosine A pKi 8.25 8.25 8.25 Drug Central
A1 AA1R Bovine Adenosine A pKi 4.54 4.54 4.54 ChEMBL
A1 AA1R Bovine Adenosine A pKi 5.0 5.0 5.0 PDSP Ki database
A3 AA3R Rat Adenosine A pKi 4.0 4.0 4.0 Guide to Pharmacology
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
A2B AA2BR Human Adenosine A pIC50 4.98 4.98 4.98 ChEMBL
A3 AA3R Human Adenosine A pIC50 4.88 4.88 4.88 ChEMBL
A2A AA2AR Human Adenosine A pIC50 4.69 4.86 5.02 ChEMBL
A1 AA1R Human Adenosine A pIC50 4.97 4.97 4.97 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 7.45 7.45 7.45 ChEMBL