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Compound Detail

CHEMBL12610

BENZYDAMINE
🧪 Phase III
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🧪 Phase III
CN(C)CCCOc1nn(Cc2ccccc2)c2ccccc12

Basic Information

ChEMBL ID CHEMBL12610
Name BENZYDAMINE
Phase Phase III
Structure Type MOL
InChI Key CNBGNNVCVSKAQZ-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Apo-benzydamine Bencidamina Benzindamine Benzydamine
3
Targets
3
Activities
2
Assay Types
4
PK Parameters
20
Publications
4
Known Names
5
Indications
1
Mechanisms

Molecular Properties

309.4
MW (Da)
3.42
ALogP
4
HBA
0
HBD
30.3
PSA (Ų)
0.63
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1965

Extended Properties

Molecular Formula C19H23N3O
MW 309.41
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.30

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase inhibitor INHIBITOR Cyclooxygenase

Indications

Arthralgia Myalgia Rheumatic Diseases Vaginitis Stomatitis

ATC Classification

A01AD02
benzydamine
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
G02CC03
benzydamine
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: OTHER GYNECOLOGICALS
M01AX07
benzydamine
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M02AA05
benzydamine
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
R02AX03
benzydamine
Level 1: RESPIRATORY SYSTEM
Level 2: THROAT PREPARATIONS

Activity Summary

EC50 2 meas. best 5.99
IC50 1 meas. best 5.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Soluble guanylate cyclase
CHEMBL2111348
EC50 5.99 5.99 1020.0 1
Unchecked
CHEMBL612545
EC50 5.99 5.99 1020.0 1
Homo sapiens
CHEMBL372
IC50 5.18 5.18 6670.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 7.76 uL.min-1.(10^6cells)-1 Homo sapiens
CL 17.78 mL.min-1.g-1 Homo sapiens
CL 150.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
T1/2 0.7183 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
- 10.6019/CHEMBL3301361 ADMET 3
32480301 10.1016/j.ejmech.2020.112465 ADMET 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
11141091 10.1021/jm001034k Unchecked 2
23033255 10.1124/dmd.112.048264 Cytochrome P450 2J2 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
11327597 10.1016/s0960-894x(01)00141-x Soluble guanylate cyclase 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
21112128 10.1016/j.ejmech.2010.11.005 ADMET 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1

Data from ChEMBL 36 via Core Engine