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Compound Detail

CHEMBL277474

ANTIPYRINE
🧪 Phase III
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🧪 Phase III
Cc1cc(=O)n(-c2ccccc2)n1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL277474
Name ANTIPYRINE
Phase Phase III
Structure Type MOL
InChI Key VEQOALNAAJBPNY-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Antipyrine Antipyrinum Fenazona NSC-7945 Phenazone
1
Targets
1
Activities
1
Assay Types
29
PK Parameters
20
Publications
5
Known Names
5
Indications
1
Mechanisms

Molecular Properties

188.2
MW (Da)
1.48
ALogP
3
HBA
0
HBD
26.9
PSA (Ų)
0.67
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C11H12N2O
MW 188.23
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness -1.13

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase-1 inhibitor INHIBITOR Prostaglandin G/H synthase 1 ✓ ✓

Indications

Fever Pain Dysmenorrhea Asthma Otitis Media

ATC Classification

N02BB01
phenazone
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS
N02BB51
phenazone, combinations excl. psycholeptics
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS
N02BB71
phenazone, combinations with psycholeptics
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS
S02DA03
phenazone
Level 1: SENSORY ORGANS
Level 2: OTOLOGICALS

Activity Summary

Ki 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinate phosphoribosyltransferase
CHEMBL4523354
 Ki 9.0 9.0 1.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 7.0 mL.min-1.kg-1 Rattus norvegicus
CL 4.9 mL.min-1.kg-1 Canis lupus familiaris
CL 0.5 mL.min-1.kg-1 Homo sapiens
CL 0.64 mL.min-1.kg-1 Homo sapiens
CL 0.6 mL.min-1.kg-1 Homo sapiens
CL 0.64 mL.min-1.kg-1 Homo sapiens
CL 0.64 mL.min-1.kg-1 Homo sapiens
CL 0.66 mL.min-1.kg-1 Homo sapiens
CL 4.4 mL.min-1.kg-1 Macaca
CL 5.5 mL.min-1.kg-1 Canis lupus familiaris
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
CL 4.47 uL.min-1.(10^6cells)-1 Homo sapiens
CL 3.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 0.604 mL.min-1.kg-1 Homo sapiens
CL 0.083 uL.min-1.(10^6cells)-1 Homo sapiens
CL 0.57 mL.min-1.kg-1 Homo sapiens
CL 0.24 mL.min-1.g-1 Rattus norvegicus
CL 0.14 mL.min-1.g-1 Rattus norvegicus
F 99.0 % Homo sapiens
F 97.0 % Homo sapiens
Fu 0.9 - -
Fu 0.825 - -
Fu 0.9 - Homo sapiens
Fu 0.93 - Homo sapiens
Fu 0.93 - Homo sapiens
Fu 0.97 - Not specified
Fu 0.988 - Homo sapiens
MRT 20.0 hr Homo sapiens
T1/2 12.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinate phosphoribosyltransferase Ki = 1.0 nM 9.0 Inhibition of NAPRT (unknown origin) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 320
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
21245286 10.1124/dmd.110.036806 Liver 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
16789751 10.1021/jm060230+ ADMET 8
15920768 10.1002/jps.20373 ADMET 8
20070106 10.1021/jm901371v Homo sapiens 8
9836611 10.1021/jm9810102 No relevant target 7
21121633 10.1021/jm101208x Rattus norvegicus 6
- 10.6019/CHEMBL3301361 ADMET 5
12061889 10.1021/jm0200409 ADMET 5
15658873 10.1021/jm049711o ADMET 5
18426954 10.1124/dmd.108.020479 ADMET 4
21121633 10.1021/jm101208x Liver microsomes 4
20879794 10.1021/jf102525e No relevant target 4
13215 10.1021/jm00211a010 No relevant target 4
20373811 10.1021/jm901846t No relevant target 3
17418579 10.1016/j.bmc.2007.03.040 ADMET 3
11384238 10.1021/jm001101a Homo sapiens 3
11754587 10.1021/jm010289a No relevant target 3

Data from ChEMBL 36 via Core Engine