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Compound Detail

CHEMBL10316

IDAZOXAN
🧪 Phase III
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🧪 Phase III
c1ccc2c(c1)OCC(C1=NCCN1)O2

Basic Information

ChEMBL ID CHEMBL10316
Name IDAZOXAN
Phase Phase III
Structure Type MOL
InChI Key HPMRFMKYPGXPEP-UHFFFAOYSA-N

Known Names

Dl-idazoxan Idazoxan Idazoxano NSC-759867 Racemic idazoxan RX-781094
18
Targets
87
Activities
3
Assay Types
5
PK Parameters
20
Publications
6
Known Names
2
Indications
1
Mechanisms

Molecular Properties

204.2
MW (Da)
0.83
ALogP
4
HBA
1
HBD
42.9
PSA (Ų)
0.74
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -oxan

Extended Properties

Molecular Formula C11H12N2O2
MW 204.23
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 0.13

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adrenergic receptor alpha-2 antagonist ANTAGONIST Adrenergic receptor alpha-2

Indications

Depressive Disorder, Major Alzheimer Disease

Activity Summary

Ki 46 meas. best 8.82
Kd 29 meas. best 8.64
IC50 12 meas. best 8.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2A adrenergic receptor
CHEMBL4744
Ki 8.82 8.82 1.5 1
Adrenergic receptor alpha-2
CHEMBL2093864
Ki 8.76 8.095 1.7 8
Adrenergic receptor alpha-2
CHEMBL2093864
Kd 8.64 8.0869 2.3 13
Cavia porcellus
CHEMBL369
Kd 8.4 8.4 4.0 1
Adrenergic receptor alpha-2
CHEMBL2095158
Kd 8.4 7.6967 4.0 3
Unchecked
CHEMBL612545
Ki 8.37 7.2633 4.3 12
Adrenergic receptor alpha-2
CHEMBL2095158
Ki 8.35 7.6433 4.5 3
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 8.15 8.1333 7.1 3
Nischarin
CHEMBL3923
Ki 8.1 6.605 7.9 4
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 8.08 8.08 8.3 1
Rattus norvegicus
CHEMBL376
Kd 7.98 7.98 10.5 1
Unchecked
CHEMBL612545
IC50 7.92 7.92 12.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 7.75 7.74 17.8 3
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 7.71 7.71 19.5 1
Adrenergic receptor alpha-2
CHEMBL2093864
IC50 7.68 7.68 21.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.64 7.4267 22.9 3
Monoamine oxidase
CHEMBL2095205
Ki 7.55 7.55 28.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 7.27 7.27 53.7 1
Adrenergic receptor alpha-1
CHEMBL2094251
Kd 6.85 6.85 141.2 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 6.58 6.2917 261.0 6
Adrenergic receptor alpha-1
CHEMBL1907610
Kd 6.57 6.221 269.1 10
Alpha-1A adrenergic receptor
CHEMBL4892
Ki 6.3 6.3 500.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 6.0 6.0 1000.0 2
Amine oxidase [flavin-containing] B
CHEMBL2039
IC50 6.0 6.0 1000.0 2
Nischarin
CHEMBL5221
Ki 5.9 5.9 1258.9 1
Adrenergic receptor alpha-1
CHEMBL1907610
IC50 5.78 5.78 1650.0 1
Alpha-1A adrenergic receptor
CHEMBL229
IC50 5.54 5.54 2884.0 1
Rattus norvegicus
CHEMBL376
IC50 4.89 4.89 13000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 10.0 mL.min-1.kg-1 Homo sapiens
MRT 5.5 hr Homo sapiens
T1/2 4.2 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2A adrenergic receptor Ki = 1.5 nM 8.82 Binding activity against alpha-2 adrenergic receptor from calf cerebral cortex, ... 6139479
Adrenergic receptor alpha-2 Ki = 1.72 nM 8.76 In vitro binding affinity at Alpha-2 adrenergic receptor in rat cortex by radiol... -
Adrenergic receptor alpha-2 Kd = 2.291 nM 8.64 Alpha-2 adrenergic receptor antagonist activity in a rat vas deferens assay. Val... 2862284
Adrenergic receptor alpha-2 Kd = 2.754 nM 8.56 Alpha-2 adrenergic receptor pA2 value against clonidine in vitro experiment in r... 6133953
Adrenergic receptor alpha-2 Kd = 3.981 nM 8.4 Ability to reverse inhibitory effects of UK-14304 on the contraction of guinea p... 2570150
Cavia porcellus Kd = 3.981 nM 8.4 In vitro reversal of inhibitory effect of UK - 14304 on the contractile response... 1671705
Unchecked Ki = 4.266 nM 8.37 Binding affinity to I2 imidazoline binding site 22370341
Adrenergic receptor alpha-2 Ki = 4.467 nM 8.35 Displacement of [3H]-RX821002 from adrenergic alpha 2 receptor in post-mortem hu... 34118720
Adrenergic receptor alpha-2 Kd = 5.129 nM 8.29 Antagonist potency towards alpha-2 adrenergic receptor in the rat electrically s... 2875186
Alpha-2A adrenergic receptor Ki = 7.079 nM 8.15 Displacement of [3H]RS79948-197 from human recombinant adrenergic alpha2A recept... 18578476
Alpha-2A adrenergic receptor Ki = 7.079 nM 8.15 Displacement of [3H]RX821002 from human alpha2A adrenergic receptor expressed in... 22370341
Adrenergic receptor alpha-2 Ki = 7.586 nM 8.12 Binding affinity to the alpha-2 adrenergic receptor of rat cerebral cortex assay... 2153820
Adrenergic receptor alpha-2 Kd = 7.762 nM 8.11 In vitro antagonistic activity against alpha-2 adrenergic receptor in isolated e... 3039138
Adrenergic receptor alpha-2 Kd = 7.762 nM 8.11 In vitro antagonistic activity against alpha-2 adrenergic receptor in isolated e... 3039138
Adrenergic receptor alpha-2 Kd = 7.762 nM 8.11 Alpha-2 adrenergic receptor antagonistic activity in rat vas deferens vs clonidi... 2887657
Nischarin Ki = 7.943 nM 8.1 Binding affinity for imidazoline receptor I-2 in rabbit kidney homogenate (relat... 10737743
Alpha-2A adrenergic receptor Ki = 8.0 nM 8.1 Displacement of [3H]MK-912 from adrenergic alpha2A receptor in HT29 cells 17257841
Unchecked Ki = 8.0 nM 8.1 Displacement of [3H]Idazoxan from central-type imidazole receptor 2 imidazoline ... 23403082
Alpha-2A adrenergic receptor IC50 = 8.318 nM 8.08 Binding affinity at human Alpha-2A adrenergic receptor in CHO cells by [3H]rauwo... 10636247
Adrenergic receptor alpha-2 Kd = 8.511 nM 8.07 Antagonistic activity against presynaptic alpha-2 adrenergic receptor in isolate... 2886664

Literature References

PubMed DOI Target Context # Activities
20070106 10.1021/jm901371v Homo sapiens 8
8558529 10.1021/jm9506433 Mus musculus 7
34118720 10.1016/j.ejmech.2021.113540 Unchecked 5
6133953 10.1021/jm00360a008 Adrenergic receptor alpha-1 4
3039138 10.1021/jm00391a034 Adrenergic receptor alpha-2 4
18426954 10.1124/dmd.108.020479 ADMET 4
2567783 10.1021/jm00127a037 Rattus norvegicus 4
3039138 10.1021/jm00391a034 Rattus norvegicus 4
1671705 10.1021/jm00106a036 Adrenergic receptor alpha-2 3
2886664 10.1021/jm00391a015 Adrenergic receptor alpha-1 3
2886664 10.1021/jm00391a015 Adrenergic receptor alpha-2 3
- 10.1016/S0960-894X(01)80353-X Adrenergic receptor alpha-2 3
9371245 10.1021/jm9608624 Rattus norvegicus 3
2875186 10.1021/jm00159a037 Adrenergic receptor alpha-1 3
23403082 10.1016/j.bmcl.2013.01.025 Unchecked 3
10229628 10.1021/jm981099b Rattus norvegicus 3
2896247 10.1021/jm00400a009 Rattus norvegicus 3
2153820 10.1021/jm00164a021 Adrenergic receptor alpha-2 3
32150414 10.1021/acs.jmedchem.9b02080 Unchecked 3
8558529 10.1021/jm9506433 Muscarinic acetylcholine receptor 2

Data from ChEMBL 36 via Core Engine