Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL761

NAPHAZOLINE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
c1ccc2c(CC3=NCCN3)cccc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL761
Name NAPHAZOLINE
Phase Approved
Structure Type MOL
InChI Key CNIIGCLFLJGOGP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Nafazolin Nafazolina Naphazoline
8
Targets
13
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names
8
Indications

Molecular Properties

210.3
MW (Da)
2.38
ALogP
2
HBA
1
HBD
24.4
PSA (Ų)
0.81
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1971
Availability OTC
Chirality Achiral

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -azoline

Extended Properties

Molecular Formula C14H14N2
MW 210.28
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness -0.35

Indications

Eye Manifestations Nasal Obstruction Common Cold Conjunctivitis, Allergic Influenza, Human Respiratory Tract Diseases Hyperemia Neoplasms

ATC Classification

R01AA08
naphazoline
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R01AB02
naphazoline
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
S01GA01
naphazoline
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
S01GA51
naphazoline, combinations
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 8 meas. best 8.64
EC50 3 meas. best 7.26
IC50 2 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 8.64 8.64 2.3 1
Adrenergic receptor alpha-2
CHEMBL2093864
 IC50 8.32 8.32 4.8 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 8.24 8.24 5.7 1
Adrenergic receptor alpha
CHEMBL2094111
 Ki 8.24 8.24 5.7 1
Alpha-2C adrenergic receptor
CHEMBL1916
 EC50 7.26 7.26 55.0 1
Alpha-1A adrenergic receptor
CHEMBL229
 EC50 7.2 7.2 63.1 2
Unchecked
CHEMBL612545
 Ki 7.0 6.915 100.0 2
Nischarin
CHEMBL3923
 Ki 6.92 6.92 121.6 2
Nischarin
CHEMBL5221
 Ki 6.61 6.61 245.5 1
Adrenergic receptor alpha-1
CHEMBL1907610
 IC50 6.39 6.39 410.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2C adrenergic receptor Ki = 2.291 nM 8.64 Displacement of [3H]-UK14304 from recombinant human alpha2c adrenergic receptor ... 25648685
Adrenergic receptor alpha-2 IC50 = 4.8 nM 8.32 Binding affinity against Alpha-2 adrenergic receptor is the ability to inhibit t... 6142954
Adrenergic receptor alpha-2 Ki = 5.7 nM 8.24 Displacement of [3H]clonidine from Alpha-2 adrenergic receptor of rat brain memb... 6296387
Adrenergic receptor alpha Ki = 5.7 nM 8.24 Displacement of [3H]clonidine from alpha-adrenergic receptor in rat brain 42798
Alpha-2C adrenergic receptor EC50 = 54.95 nM 7.26 Agonist activity at recombinant human alpha2c adrenergic receptor expressed in C... 25648685
Alpha-1A adrenergic receptor EC50 = 63.1 nM 7.2 Agonist potency against cloned human alpha 1A adrenoceptor expressed in rat-1 fi... 11597419
Alpha-1A adrenergic receptor EC50 = 63.1 nM 7.2 In vitro activation of human alpha-1A receptor expressed in rat-1 fibroblasts vi... 11844675
Unchecked Ki = 100.0 nM 7.0 Binding affinity to I2 imidazoline binding site (unknown origin) -
Nischarin Ki = 121.62 nM 6.92 Displacement of [125I]PIC from human imidazoline receptor 1 in human platelets a... 18621536
Nischarin Ki = 121.6 nM 6.92 Displacement of [125I]PIC from human imidazoline receptor 1 in human platelets a... 18621536
Unchecked Ki = 147.1 nM 6.83 Displacement of [125I]PIC from human alpha2 adrenoceptors expressed in CHO cells 18621536
Nischarin Ki = 245.47 nM 6.61 Binding affinity to I1 imidazoline binding site in Rattus norvegicus (rat) PC12 ... -
Adrenergic receptor alpha-1 IC50 = 410.0 nM 6.39 Binding affinity against alpha-1 adrenergic receptor is the ability to inhibit t... 6142954

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
25648685 10.1016/j.bmc.2015.01.013 Alpha-2C adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
11597419 10.1016/s0960-894x(01)00569-8 Alpha-1A adrenergic receptor 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/CHEMBL4808148 Histone deacetylase 6 2
6142954 10.1021/jm00370a011 Oryctolagus cuniculus 2
6264080 10.1021/jm00137a006 Adrenergic receptor alpha 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
18621536 10.1016/j.bmc.2008.06.051 Unchecked 2
18621536 10.1016/j.bmc.2008.06.051 Nischarin 2
11844675 10.1016/s0960-894x(01)00822-8 Alpha-1B adrenergic receptor 1
11844675 10.1016/s0960-894x(01)00822-8 Alpha-1D adrenergic receptor 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
11597419 10.1016/s0960-894x(01)00569-8 Alpha-1D adrenergic receptor 1
6094812 10.1021/jm00378a021 ADMET 1

Data from ChEMBL 36 via Core Engine