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Compound Detail

CHEMBL647

APRACLONIDINE
💊 Approved Drug
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💊 Approved Drug
Nc1cc(Cl)c(N=C2NCCN2)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL647
Name APRACLONIDINE
Phase Approved
Structure Type MOL
InChI Key IEJXVRYNEISIKR-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Apraclonidina Apraclonidine Iopidine
5
Targets
7
Activities
3
Assay Types
0
PK Parameters
15
Publications
3
Known Names
2
Indications

Molecular Properties

245.1
MW (Da)
1.76
ALogP
2
HBA
3
HBD
62.4
PSA (Ų)
0.66
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1987
Availability Prescription
Chirality Achiral

Routes of Administration

Topical

Flags

Natural Product
USAN Year 1988

Extended Properties

Molecular Formula C9H10Cl2N4
MW 245.11
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness -0.54

Indications

Glaucoma Myasthenia Gravis

ATC Classification

S01EA03
apraclonidine
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 4 meas. best 8.54
EC50 2 meas. best 8.72
IC50 1 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adrenergic receptor alpha-2
CHEMBL2095158
 EC50 8.72 8.72 1.9 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 8.54 8.54 2.9 1
Adrenergic receptor alpha-2
CHEMBL2095158
 IC50 8.4 8.4 4.0 1
Alpha-2B adrenergic receptor
CHEMBL266
 Ki 8.32 8.32 4.8 1
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 7.52 7.52 30.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
 EC50 6.75 6.75 180.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
 Ki 6.75 6.75 180.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adrenergic receptor alpha-2 EC50 = 1.9 nM 8.72 Compound was tested for concentration that produced 50% contractile relative res... 8784451
Alpha-2A adrenergic receptor Ki = 2.9 nM 8.54 Compound was tested in vitro for binding affinity against Alpha-2A adrenergic re... 8784451
Adrenergic receptor alpha-2 IC50 = 4.0 nM 8.4 Inhibition of [3H]p-aminoclonidine (PAC) binding to alpha-2 adrenergic receptor ... 3037080
Alpha-2B adrenergic receptor Ki = 4.8 nM 8.32 Compound was tested in vitro for binding affinity against Alpha-2B adrenergic re... 8784451
Alpha-2C adrenergic receptor Ki = 30.0 nM 7.52 Compound was tested in vitro for binding affinity against Alpha-2C adrenergic re... 8784451
Adrenergic receptor alpha-1 EC50 = 180.0 nM 6.75 Compound was tested for concentration that produced 50% contractile relative res... 8784451
Adrenergic receptor alpha-1 Ki = 180.0 nM 6.75 Compound was tested for binding affinity based on dissociation constant of Alpha... 8784451

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
8784451 10.1021/jm960359r Adrenergic receptor alpha-1 2
2896247 10.1021/jm00400a009 Rattus norvegicus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
8784451 10.1021/jm960359r Alpha-2A adrenergic receptor 1
8784451 10.1021/jm960359r Alpha-2B adrenergic receptor 1
8784451 10.1021/jm960359r Alpha-2C adrenergic receptor 1
8784451 10.1021/jm960359r Adrenergic receptor alpha-2 1
6094812 10.1021/jm00378a021 ADMET 1
3037080 10.1021/jm00390a021 Adrenergic receptor alpha-2 1
2567783 10.1021/jm00127a037 Adrenergic receptor alpha-2 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine