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Compound Detail

CHEMBL289480

RILMENIDINE
💊 Approved Drug
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💊 Approved Drug
C1COC(NC(C2CC2)C2CC2)=N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL289480
Name RILMENIDINE
Phase Approved
Structure Type MOL
InChI Key CQXADFVORZEARL-UHFFFAOYSA-N

Known Names

Hyperium Rilmenidina Rilmenidine
9
Targets
26
Activities
3
Assay Types
1
PK Parameters
20
Publications
3
Known Names
1
Indications
1
Mechanisms

Molecular Properties

180.2
MW (Da)
1.15
ALogP
3
HBA
1
HBD
33.6
PSA (Ų)
0.71
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1987
Availability Unknown
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C10H16N2O
MW 180.25
Aromatic Rings 0
Heavy Atoms 13
NP-Likeness -0.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Nischarin agonist AGONIST Nischarin ✓ ✓

Indications

Hypertension

ATC Classification

C02AC06
rilmenidine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: ANTIHYPERTENSIVES

Activity Summary

Ki 21 meas. best 7.95
EC50 4 meas. best 6.75
IC50 1 meas. best 4.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nischarin
CHEMBL5221
 Ki 7.95 7.72 11.2 4
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 7.9 7.22 12.6 2
Unchecked
CHEMBL612545
 Ki 7.51 6.9067 30.5 3
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 7.44 6.9 36.3 3
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 7.37 7.26 42.7 2
Nischarin
CHEMBL3923
 Ki 7.23 7.1967 59.2 3
Alpha-2A adrenergic receptor
CHEMBL1867
 EC50 6.75 6.655 177.8 2
Adrenergic receptor alpha-2
CHEMBL2095158
 Ki 6.75 6.75 180.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
 EC50 6.72 6.72 190.6 1
Alpha-2B adrenergic receptor
CHEMBL1942
 EC50 6.14 6.14 724.4 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 5.22 5.135 6025.6 2
K562
CHEMBL385
 IC50 4.19 4.19 65000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 80.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nischarin Ki = 11.22 nM 7.95 Displacement of [3H]paraiodoclonidine from imidazoline I1 receptor in rat PC12 c... 22750139
Nischarin Ki = 11.22 nM 7.95 Binding affinity to I1 imidazoline binding site in Rattus norvegicus (rat) PC12 ... -
Alpha-2C adrenergic receptor Ki = 12.59 nM 7.9 Displacement of [3H]RX821001 from human alpha2C adrenoceptor expressed in CHO ce... 22750139
Nischarin Ki = 12.59 nM 7.9 Displacement of [125I]PIC from Imidazoline-1 receptor in rat PC12 cell membrane ... 27265687
Unchecked Ki = 30.54 nM 7.51 Displacement of [125I]PIC from human alpha2 adrenoceptors expressed in CHO cells 18621536
Alpha-2A adrenergic receptor Ki = 36.31 nM 7.44 Displacement of [3H]RX821001 from human alpha2A adrenoceptor expressed in CHO ce... 22750139
Alpha-2B adrenergic receptor Ki = 42.66 nM 7.37 Displacement of [3H]RX821001 from human alpha2B adrenoceptor expressed in CHO ce... 22750139
Unchecked Ki = 56.23 nM 7.25 Displacement of [3H]RX-821002 from alpha-2 adrenergic receptor of calf frontal c... 11334568
Nischarin Ki = 59.2 nM 7.23 Displacement of [125I]PIC from human imidazoline receptor 1 in human platelets a... 18621536
Nischarin Ki = 59.16 nM 7.23 Displacement of [125I]PIC from human imidazoline receptor 1 in human platelets a... 18621536
Alpha-2B adrenergic receptor Ki = 70.79 nM 7.15 Binding affinity towards human Alpha-2B adrenergic receptor by the displacement ... -
Nischarin Ki = 74.13 nM 7.13 Displacement of [3H]clonidine from imidazoline receptor I-1 of bovine chromaffin... 11334568
Nischarin Ki = 83.1 nM 7.08 Displacement of [125I] PIC from I1 imidazoline receptor in rat PC12 cells after ... 25521963
Adrenergic receptor alpha-2 Ki = 180.0 nM 6.75 Displacement of [3H]RX821002 from human alpha2 adrenoceptor expressed in CHO cel... 25521963
Alpha-2A adrenergic receptor EC50 = 177.83 nM 6.75 Agonist activity at recombinant human alpha2A adrenoreceptor expressed in CHOK1 ... 27265687
Alpha-2A adrenergic receptor Ki = 181.97 nM 6.74 Binding affinity towards human Alpha-2A adrenergic receptor by the displacement ... -
Alpha-2C adrenergic receptor EC50 = 190.55 nM 6.72 Agonistic activity towards human Alpha-2C adrenergic receptor was measured as ab... -
Alpha-2A adrenergic receptor EC50 = 275.42 nM 6.56 Agonistic activity towards human Alpha-2A adrenergic receptor was measured as ab... -
Alpha-2C adrenergic receptor Ki = 288.4 nM 6.54 Binding affinity towards human Alpha-2C adrenergic receptor by the displacement ... -
Alpha-2A adrenergic receptor Ki = 300.0 nM 6.52 Displacement of [3H]RS-79948-197 from recombinant human alpha2A adrenoreceptor e... 27265687

Literature References

PubMed DOI Target Context # Activities
19397318 10.1021/jm9003945 No relevant target 4
27265687 10.1016/j.bmc.2016.05.043 K562 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
27265687 10.1016/j.bmc.2016.05.043 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
18391949 10.1038/nchembio.79 PC-12 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
18391949 10.1038/nchembio.79 SK-N-MC 2
18621536 10.1016/j.bmc.2008.06.051 Nischarin 2
18621536 10.1016/j.bmc.2008.06.051 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.1016/0960-894X(94)85032-1 Alpha-1A adrenergic receptor 2
- 10.1016/0960-894X(94)85032-1 Alpha-2C adrenergic receptor 2
- 10.1016/0960-894X(94)85032-1 Alpha-2B adrenergic receptor 2
- 10.1016/0960-894X(94)85032-1 Alpha-2A adrenergic receptor 2
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2

Data from ChEMBL 36 via Core Engine