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Compound Detail

CHEMBL25

ASPIRIN
💊 Approved Drug
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💊 Approved Drug
CC(=O)Oc1ccccc1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL25
Name ASPIRIN
Phase Approved
Structure Type MOL
InChI Key BSYNRYMUTXBXSQ-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

8-hour bayer Acetosalic acid Acetyl salicylate Acetylsalic acid Acetylsalicylic acid Acetylsalicylic acid (who-ip) Acetylsalicylicum acidum Acidum acetylsalicylicum Acidum acetylsalicylicum (who-ip) Alka rapid Anadin all night Angettes 75 +18 more
22
Targets
213
Activities
3
Assay Types
30
PK Parameters
20
Publications
30
Known Names
20
Indications
1
Mechanisms

Molecular Properties

180.2
MW (Da)
1.31
ALogP
3
HBA
1
HBD
63.6
PSA (Ų)
0.55
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1950
Availability OTC
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C9H8O4
MW 180.16
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness 0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase inhibitor INHIBITOR Cyclooxygenase ✓ ✓

Indications

Arthritis Back Pain Common Cold Common Cold Coronary Artery Disease Dysmenorrhea Fever Headache Migraine Disorders Muscle Cramp Myalgia Myocardial Infarction Myocardial Infarction Pain Spasm Stroke Thrombosis Thrombosis Toothache Abortion, Habitual

ATC Classification

A01AD05
acetylsalicylic acid
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
B01AC06
acetylsalicylic acid
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS
N02BA01
acetylsalicylic acid
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS
N02BA51
acetylsalicylic acid, combinations excl. psycholeptics
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS
N02BA71
acetylsalicylic acid, combinations with psycholeptics
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS

Activity Summary

IC50 195 meas. best 8.49
Ki 14 meas. best 9.3
EC50 4 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinate phosphoribosyltransferase
CHEMBL4523354
 Ki 9.3 9.3 0.5 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.49 4.9317 3.2 24
Unchecked
CHEMBL612545
 IC50 6.79 4.9375 162.0 12
Prostaglandin G/H synthase 1
CHEMBL2949
 IC50 6.52 6.1563 300.0 27
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 6.46 5.31 350.0 5
Prostaglandin G/H synthase 1
CHEMBL2860
 IC50 6.46 6.46 350.0 1
Blood
CHEMBL613444
 IC50 6.37 6.365 430.0 2
Plasma
CHEMBL613424
 IC50 5.96 5.96 1110.0 1
Platelet
CHEMBL4296519
 IC50 5.96 4.678 1110.0 10
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 5.62 5.2308 2400.0 12
Prostaglandin G/H synthase 2
CHEMBL4102
 IC50 5.62 5.5741 2400.0 17
Homo sapiens
CHEMBL372
 IC50 5.35 4.3946 4500.0 13
Integrin alpha-IIb/beta-3
CHEMBL2093869
 IC50 5.3 5.3 5000.0 1
Cyclooxygenase
CHEMBL2094253
 IC50 4.82 4.82 15000.0 1
HCT-8
CHEMBL613510
 IC50 4.81 4.81 15600.0 1
Oryctolagus cuniculus
CHEMBL374
 IC50 4.8 4.72 16000.0 2
Blood
CHEMBL613615
 IC50 4.74 4.74 18400.0 1
HaCaT
CHEMBL614392
 IC50 4.67 4.67 21270.0 1
Prostaglandin G/H synthase 1
CHEMBL2949
 Ki 4.55 4.55 27900.0 1
Glutathione hydrolase 1 proenzyme
CHEMBL5696
 IC50 4.44 4.44 36000.0 1
RAW264.7
CHEMBL612557
 IC50 4.37 4.37 43200.0 1
Cavia porcellus
CHEMBL369
 IC50 4.32 4.265 48000.0 2
Prostaglandin G/H synthase 2
CHEMBL230
 Ki 4.28 4.28 52000.0 1
Plasma
CHEMBL613652
 IC50 4.27 4.27 54000.0 1
Prostaglandin G/H synthase 1
CHEMBL221
 Ki 4.21 4.21 62000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4051000.0 ng.hr.mL-1 Rattus norvegicus
AUC 909000.0 ng.hr.mL-1 Rattus norvegicus
AUC 436800.0 ng.hr.mL-1 Rattus norvegicus
AUC 89780.0 ng.hr.mL-1 Rattus norvegicus
AUC 3516.67 ng.hr.mL-1 Homo sapiens
AUC 3833.33 ng.hr.mL-1 Homo sapiens
AUC 6883.33 ng.hr.mL-1 Homo sapiens
AUC 7283.33 ng.hr.mL-1 Homo sapiens
CL 12.0 mL.min-1.kg-1 Homo sapiens
CL 12.0 mL.min-1.kg-1 Homo sapiens
Cmax 14376.11 nM Homo sapiens
Cmax 28308.17 nM Homo sapiens
Cmax 48845.47 nM Homo sapiens
F 79.0 % Homo sapiens
F 68.0 % Homo sapiens
F 100.0 % Homo sapiens
Fu 0.68 - Homo sapiens
MRT 0.3 hr Homo sapiens
T1/2 1.06 hr Homo sapiens
T1/2 2.0 hr Homo sapiens
T1/2 1.05 hr Homo sapiens
T1/2 9.8 hr Homo sapiens
T1/2 0.26 hr Homo sapiens
T1/2 1.05 hr Homo sapiens
T1/2 1.05 hr Homo sapiens
T1/2 0.5167 hr Homo sapiens
T1/2 0.9167 hr Homo sapiens
T1/2 0.25 hr Homo sapiens
T1/2 336.0 hr -
T1/2 17.46 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinate phosphoribosyltransferase Ki = 0.5 nM 9.3 Inhibition of NAPRT (unknown origin) -
NON-PROTEIN TARGET IC50 = 3.2 nM 8.49 Antineuroinflammatory activity in rat brain neonatal microglia 24279991
Unchecked IC50 = 162.0 nM 6.79 Inhibition of potato LOX-5 assessed as inhibition of hydroperoxide production af... 19880317
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 by enzyme immuno assay 18930406
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 In vitro inhibitory concentration against COX-1 enzyme 15943479
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 by enzyme immuno assay 17509888
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of Ovine COX-1 assessed as decrease in prostaglandin production using... 27158139
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX-1 assessed as reduction in PGF2-alpha formation using ar... 27131067
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 22148253
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of sheep COX1 by enzyme immunoassay 20576432
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 by enzyme immunoassay 20097072
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 by enzyme immunoassay 19500994
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 by enzyme immunoassay 19419861
Prostaglandin G/H synthase 1 IC50 = 300.0 nM 6.52 Inhibition of ovine COX1 by enzyme immuno assay 21890358
Prostaglandin G/H synthase 1 IC50 = 350.0 nM 6.46 Inhibition of ovine COX1 18835505
Prostaglandin G/H synthase 1 IC50 = 350.0 nM 6.46 Inhibition of ovine COX1 by enzyme immuno assay 18945614
Prostaglandin G/H synthase 1 IC50 = 350.0 nM 6.46 Inhibition of bovine COX-1 by enzyme immuno assay 19884005
Prostaglandin G/H synthase 1 IC50 = 350.0 nM 6.46 Inhibition of ovine COX1 23200247
Prostaglandin G/H synthase 1 IC50 = 350.0 nM 6.46 Inhibition of COX1 (unknown origin) 34055228
Prostaglandin G/H synthase 1 IC50 = 350.0 nM 6.46 Inhibition of ovine COX-1 by enzyme immuno assay 22361134

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1425
- 10.6019/CHEMBL3885881 Rattus norvegicus 494
- 10.1039/C5MD00551E No relevant target 32
26833243 10.1016/j.bmc.2016.01.026 Candida albicans 24
26833243 10.1016/j.bmc.2016.01.026 Meyerozyma guilliermondii 18
16472241 10.2174/1570163043334794 Hepatotoxicity 18
27217000 10.1016/j.bmcl.2016.05.032 Rattus norvegicus 16
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
26833243 10.1016/j.bmc.2016.01.026 Nakaseomyces glabratus 12
20576329 10.1016/j.ejmech.2010.05.065 Rattus norvegicus 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
26986086 10.1016/j.ejmech.2016.03.008 Unchecked 11
17451232 10.1021/jm061431g Mus musculus 11
27575471 10.1016/j.bmcl.2016.08.058 Molecular identity unknown 11
30590258 10.1016/j.ejmech.2018.12.029 RPMI-8226 11
18621525 10.1016/j.bmcl.2008.06.061 Rattus norvegicus 10
17376692 10.1016/j.bmc.2007.02.051 Rattus norvegicus 10
8164261 10.1021/jm00034a017 Rattus norvegicus 10
15454226 10.1016/j.bmcl.2004.08.014 Rattus norvegicus 10
18662873 10.1016/j.bmcl.2008.07.029 Rattus norvegicus 10

Data from ChEMBL 36 via Core Engine