General
Preferred name
CAFFEINE
Synonyms
CAFFEINE HYDROBROMIDE ()
Caffeine (1,3,7-trimethylxanthine) ()
PMID28870136-Compound-52 ()
CAFFEINE, CITRATED ()
Vivarin ()
NSC-5036 ()
Cafcit ()
Coffeinum ()
Guaranine ()
Nodoz ()
Yeast-Vite ()
Caffeine anhydrous ()
Durvitan ()
Coffeine ()
Pro-Plus ()
Theine ()
NoDoz Caplets and Chewable Tablets ()
Caffeine melting point standard ()
FEMA NO. 2224 ()
Zanthine ()
Anhydrous caffeine ()
Synalgos ()
Methyltheobromine ()
Caffeinum ()
Caffeine mixture with citric acid ()
Caffeine citrate ()
Peyona ()
Citrated caffeine ()
Caffeine-d3 ()
Caffeine-d3 (CRM) ()
Caffeine (CRM) ()
Caffeine-13C3 (CRM) ()
P&D ID
PD002448
CAS
58-08-2
5743-18-0
26351-03-1
2406-91-9
69-22-7
114303-55-8
78072-66-9
Tags
natural product
drug
available
Approved by
FDA
First approval
1999
1948
Drug Status
approved
Drug indication
Orthostatic hypotension
Stimulant (central)
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Caffeine is a central nervous system stimulant that causes increased alertness and agitation. (GtoPdb)
DESCRIPTION Phosphodiesterase inhibitor; central stimulant (LOPAC library)
DESCRIPTION Adenosine receptor antagonist; bronchodilator (Tocris Bioactive Compound Library)
Compound Sets
28
Cayman Chemical Bioactives
14118
22975
27970
18247
27971
27972
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
CHEMBL113
CHEMBL1200569
ChEMBL Drugs
CHEMBL113
CHEMBL1200569
Concise Guide to Pharmacology 2017/18
407
Concise Guide to Pharmacology 2019/20
407
Concise Guide to Pharmacology 2021/22
407
Concise Guide to Pharmacology 2023/24
407
Drug Repurposing Hub
DrugBank
DB00201
DrugBank Approved Drugs
DB00201
DrugCentral
463
DrugCentral Approved Drugs
463
DrugMAP
DMFDERP
DMKBJWP
DrugMAP Approved Drugs
DMKBJWP
DrugMatrix
Enamine BioReference Compounds
Guide to Pharmacology
407
Ki Database
caffeine
Caffeine (1,3,7-trimethylxanthine)
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL113
NCATS Inxight Approved Drugs
3G6A5W338E
Novartis Chemogenetic Library (NIBR MoA Box)
Prestwick Chemical Library
ReFrame library
The Spectrum Collection
Tocris Bioactive Compound Library
2793
ZINC Tool Compounds
ZINC000000001084
External IDs
80
Properties
(calculated by RDKit )
Molecular Weight
194.08
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
0
Rotatable Bonds
0
Ring Count
2
Aromatic Ring Count
2
cLogP
-1.03
TPSA
61.82
Fraction CSP3
0.38
Chiral centers
0.0
Largest ring
6.0
QED
0.54
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Phosphodiesterase
MOA
phosphodiesterase inhibitor
Adenosine Receptor antagonist
Antagonist
Adenosine A2a receptor antagonist
Chitinase antagonist
adenosine receptor antagonist, phosphodiesterase inhibitor
Target
cAMP-specific 3',5'-cyclic phosphodiesterase 4B
Adenosine Receptor
Intermediate conductance calcium-activated potassium channel protein 4
ADORA1, ADORA2A, ADORA2B, ADORA3, ATM, ITPR1, ITPR2, ITPR3, PDE10A, PDE11A, PDE1A, PDE1B, PDE1C, PDE2A, PDE3A, PDE3B, PDE4A, PDE4B, PDE4C, PDE4D, PDE5A, PDE6A, PDE6B, PDE6C, PDE7A, PDE7B, PDE8A, PDE8B, PDE9A, PIK3CA, PIK3CB, PIK3CD, PRKDC, RYR1, RYR2, RYR3
Primary Target
Non-selective Adenosine
Member status
virtual
Indication
fatigue, drowsiness
Therapeutic Class
Antihypertensive Agents
Source data