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Compound Detail

CHEMBL778

DEXMEDETOMIDINE
💊 Approved Drug
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💊 Approved Drug
Cc1cccc([C@H](C)c2c[nH]cn2)c1C

Basic Information

ChEMBL ID CHEMBL778
Name DEXMEDETOMIDINE
Phase Approved
Structure Type MOL
InChI Key CUHVIMMYOGQXCV-NSHDSACASA-N
Therapeutic ✓ Yes

Known Names

Dexmedetomidina Dexmedetomidine Medetomidine, (s)- MPV-1440
11
Targets
24
Activities
2
Assay Types
6
PK Parameters
20
Publications
4
Known Names
20
Indications

Molecular Properties

200.3
MW (Da)
3.18
ALogP
1
HBA
1
HBD
28.7
PSA (Ų)
0.79
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1999
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral Topical

Flags

Natural Product
USAN Year 1989

Extended Properties

Molecular Formula C13H16N2
MW 200.28
Aromatic Rings 2
Heavy Atoms 15
NP-Likeness -0.44

Indications

Anxiety Brain Diseases Brain Injuries Breast Neoplasms Cleft Palate Colorectal Neoplasms Delirium Fractures, Bone Headache Heart Septal Defects, Atrial Hypertension Inflammation Lung Diseases Neoplasms Obesity Obesity, Morbid Opioid-Related Disorders Pain Pharyngitis Postoperative Nausea and Vomiting

ATC Classification

N05CM18
dexmedetomidine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Activity Summary

EC50 13 meas. best 9.32
Ki 11 meas. best 10.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adrenergic receptor alpha-2
CHEMBL2093864
Ki 10.82 10.82 0.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 10.82 8.365 0.0 2
Alpha-2A adrenergic receptor
CHEMBL327
Ki 10.82 9.98 0.0 3
Alpha-2C adrenergic receptor
CHEMBL1916
EC50 9.32 8.3767 0.5 3
Alpha-2A adrenergic receptor
CHEMBL1867
EC50 9.1 8.742 0.8 5
Alpha-2B adrenergic receptor
CHEMBL1942
EC50 8.72 8.6 1.9 2
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 8.6 8.6 2.5 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 8.3 8.3 5.0 1
Alpha-1A adrenergic receptor
CHEMBL229
EC50 7.88 7.88 13.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 7.51 7.51 30.9 1
Alpha-1B adrenergic receptor
CHEMBL3988626
EC50 6.44 6.44 364.0 1
Alpha-1A adrenergic receptor
CHEMBL4892
EC50 6.42 6.42 376.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 5.88 5.88 1318.3 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 5.04 5.04 9120.1 1

Pharmacokinetic Data

Parameter Value Units Species
CL 11.0 mL.min-1.kg-1 Homo sapiens
CL 8.89 mL.min-1.g-1 Mus musculus
Fu 0.06 - Homo sapiens
MRT 2.5 hr Homo sapiens
T1/2 2.2 hr Homo sapiens
T1/2 2.598 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1D adrenergic receptor Ki = 0.015 nM 10.82 In vitro binding affinity against alpha-2D adrenergic receptor of male Wistar ra... 11300868
Alpha-2A adrenergic receptor Ki = 0.015 nM 10.82 In vitro rat alpha-2D adrenergic receptor binding using p-aminoclonidine 10753480
Adrenergic receptor alpha-2 Ki = 0.015 nM 10.82 In vitro binding affinity against alpha-2 adrenergic receptor in rat 10602691
Alpha-2A adrenergic receptor Ki = 0.015 nM 10.82 Binding affinity towards alpha-2D adrenergic receptor 10715142
Alpha-2C adrenergic receptor EC50 = 0.48 nM 9.32 Agonist activity at human recombinant alpha-2C receptor expressed in PC12 cells ... -
Alpha-2A adrenergic receptor EC50 = 0.8 nM 9.1 Agonist activity at human recombinant alpha-2A receptor expressed in PC12 cells ... -
Alpha-2A adrenergic receptor EC50 = 1.5 nM 8.82 Agonist activity at human recombinant alpha2A adrenergic receptor expressed in C... 21129985
Alpha-2B adrenergic receptor EC50 = 1.91 nM 8.72 Agonist activity at alpha2B-adrenoceptor (unknown origin) expressed in U2OS-EGFP... 38889119
Alpha-2A adrenergic receptor EC50 = 2.138 nM 8.67 Agonist activity at recombinant human alpha2A adrenoreceptor expressed in CHOK1 ... 27265687
Alpha-2A adrenergic receptor EC50 = 2.37 nM 8.62 Agonist activity at alpha2A-adrenoceptor (unknown origin) expressed in CHO-alpha... 38889119
Alpha-2A adrenergic receptor Ki = 2.5 nM 8.6 Displacement of [3H]RS-79948-197 from recombinant human alpha2A adrenoreceptor e... 27265687
Alpha-2A adrenergic receptor EC50 = 3.162 nM 8.5 Agonist activity at human alpha2A-adrenoceptor 38889119
Alpha-2B adrenergic receptor EC50 = 3.311 nM 8.48 Agonist activity at human alpha2B-adrenoceptor 38889119
Adrenergic receptor alpha-1 Ki = 5.0 nM 8.3 Tested for Binding affinity towards alpha-1 adrenergic receptor 10715142
Alpha-2A adrenergic receptor Ki = 5.0 nM 8.3 in vitro alpha-2A adrenergic receptor binding assay from rats, using RX 821002 a... 10753480
Alpha-2C adrenergic receptor EC50 = 5.37 nM 8.27 Agonist activity at alpha2C-adrenoceptor (unknown origin) expressed in CHO-alpha... 38889119
Alpha-1A adrenergic receptor EC50 = 13.03 nM 7.88 Agonist activity at alpha1A-adrenoceptor (unknown origin) expressed in HEK293T c... 38889119
Alpha-2C adrenergic receptor EC50 = 28.84 nM 7.54 Agonist activity at human alpha2C-adrenoceptor 38889119
Alpha-2C adrenergic receptor Ki = 30.9 nM 7.51 Displacement of [3H]RX 821002 from human adrenergic alpha-2c receptor expressed ... 17630725
Alpha-1B adrenergic receptor EC50 = 364.0 nM 6.44 Agonist activity at hamster recombinant alpha-1B receptor expressed in HEK293 ce... -

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
37077377 10.1021/acsmedchemlett.2c00449 ADMET 6
38889119 10.1021/acs.jmedchem.4c01239 Mus musculus 5
38889119 10.1021/acs.jmedchem.4c01239 Alpha-2A adrenergic receptor 4
38889119 10.1021/acs.jmedchem.4c01239 Unchecked 4
18426954 10.1124/dmd.108.020479 ADMET 4
27265687 10.1016/j.bmc.2016.05.043 Alpha-2A adrenergic receptor 3
37077377 10.1021/acsmedchemlett.2c00449 Rattus norvegicus 3
17630725 10.1021/jm061487a Alpha-2C adrenergic receptor 3
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
21129985 10.1016/j.bmc.2010.11.020 Alpha-2A adrenergic receptor 2
38889119 10.1021/acs.jmedchem.4c01239 ADMET 2
38889119 10.1021/acs.jmedchem.4c01239 Alpha-2B adrenergic receptor 2
10753480 10.1021/jm000128r Alpha-2A adrenergic receptor 2
38889119 10.1021/acs.jmedchem.4c01239 Alpha-1A adrenergic receptor 2
38889119 10.1021/acs.jmedchem.4c01239 Alpha-2C adrenergic receptor 2
11300868 10.1021/jm0003891 Rattus norvegicus 1
10602691 10.1021/jm990005a Adrenergic receptor alpha-2 1
10715142 10.1021/jm990569e Unchecked 1

Data from ChEMBL 36 via Core Engine