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Compound Detail

CHEMBL452076

CILNIDIPINE
🧪 Phase III
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🧪 Phase III
COCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC/C=C/c2ccccc2)C1c1cccc([N+](=O)[O-])c1

Basic Information

ChEMBL ID CHEMBL452076
Name CILNIDIPINE
Phase Phase III
Structure Type MOL
InChI Key KJEBULYHNRNJTE-DHZHZOJOSA-N

Known Names

Atelec Cilnidipine Cilnidipino Cinalong FRC-8653 Siscard
9
Targets
20
Activities
1
Assay Types
0
PK Parameters
20
Publications
6
Known Names
3
Indications
1
Mechanisms

Molecular Properties

492.5
MW (Da)
4.28
ALogP
8
HBA
1
HBD
117.0
PSA (Ų)
0.23
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -dipine; -pine

Extended Properties

Molecular Formula C27H28N2O7
MW 492.53
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.59

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Voltage-gated L-type calcium channel blocker BLOCKER Voltage-gated L-type calcium channel

Indications

Cardiovascular Diseases Hypertension Polycystic Kidney, Autosomal Dominant

ATC Classification

C08CA14
cilnidipine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CALCIUM CHANNEL BLOCKERS

Activity Summary

IC50 20 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated L-type calcium channel
CHEMBL2095177
IC50 8.96 8.96 1.1 3
Voltage-dependent N-type calcium channel subunit alpha-1B
CHEMBL4478
IC50 5.8 4.885 1600.0 4
Unchecked
CHEMBL612545
IC50 5.8 5.5967 1600.0 3
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
IC50 5.28 5.09 5300.0 2
Trypanosoma cruzi
CHEMBL368
IC50 5.25 5.25 5620.0 1
Leishmania braziliensis
CHEMBL612878
IC50 4.82 4.82 15260.0 1
Leishmania major
CHEMBL612879
IC50 4.67 4.67 21440.0 1
Voltage-dependent T-type calcium channel subunit alpha-1H
CHEMBL1859
IC50 4.62 4.62 24000.0 1
Leishmania chagasi
CHEMBL612790
IC50 4.55 4.515 28420.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Voltage-gated L-type calcium channel IC50 = 1.1 nM 8.96 Inhibition of voltage-dependent L-type calcium channel in rat thoracic aorta rin... 18684623
Voltage-gated L-type calcium channel IC50 = 1.1 nM 8.96 Inhibition of Voltage-dependent L-type calcium channel in rat thoracic aorta rin... 21514827
Voltage-gated L-type calcium channel IC50 = 1.1 nM 8.96 Inhibitory activity against L-type calcium channel in SD rat thoracic aorta by M... 16309909
Voltage-dependent N-type calcium channel subunit alpha-1B IC50 = 1600.0 nM 5.8 Inhibitory activity against N-type calcium channel by calcium influx into IMR32 ... 16309909
Unchecked IC50 = 1600.0 nM 5.8 Inhibition of voltage-dependent N-type calcium channel in human IMR32 cells asse... 18684623
Unchecked IC50 = 1600.0 nM 5.8 Inhibition of Voltage-dependent N-type calcium channel- mediated calcium influx ... 21514827
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 5300.0 nM 5.28 Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in... 22761000
Trypanosoma cruzi IC50 = 5620.0 nM 5.25 Antitrypanosomal activity against trypomastigotes of Trypanosoma cruzi infected ... 20934347
Unchecked IC50 = 6420.4 nM 5.19 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 12700.0 nM 4.9 Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in... 22761000
Leishmania braziliensis IC50 = 15260.0 nM 4.82 Antileishmanial activity against promastigotes of Leishmania braziliensis MHO/BR... 20934347
Leishmania major IC50 = 21440.0 nM 4.67 Antileishmanial activity against promastigotes of Leishmania major MHOM/1L/80/Fr... 20934347
Voltage-dependent T-type calcium channel subunit alpha-1H IC50 = 24000.0 nM 4.62 Inhibition of human T type calcium channel Cav3.2 expressed in HEK-293T cells as... 32828422
Voltage-dependent N-type calcium channel subunit alpha-1B IC50 = 26000.0 nM 4.58 Inhibition of human N type calcium channel Cav2.2 endogenously expressed in SH-S... 32828422
Voltage-dependent N-type calcium channel subunit alpha-1B IC50 = 26000.0 nM 4.58 Inhibition of endogenous human CaV2.2 in human SH-SY5Y cells in presence of nife... 35308021
Voltage-dependent N-type calcium channel subunit alpha-1B IC50 = 26000.0 nM 4.58 Inhibition of Cav2.2 in human SH-SY5Y cells assessed as inhibition of calcium in... 39026639
Leishmania chagasi IC50 = 28420.0 nM 4.55 Antileishmanial activity against amastigotes of Leishmania chagasi MHOM/BR/1972/... 20934347
Leishmania chagasi IC50 = 33010.0 nM 4.48 Antileishmanial activity against promastigotes of Leishmania chagasi MHOM/BR/197... 20934347

Literature References

PubMed DOI Target Context # Activities
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
22761000 10.1002/jat.2784 Voltage-dependent L-type calcium channel subunit alpha-1C 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
20934347 10.1016/j.bmc.2010.09.015 Unchecked 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
20934347 10.1016/j.bmc.2010.09.015 Leishmania chagasi 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20934347 10.1016/j.bmc.2010.09.015 LLC-MK2 1
39026639 10.1039/d4md00336e Voltage-dependent N-type calcium channel subunit alpha-1B 1
20934347 10.1016/j.bmc.2010.09.015 ADMET 1
18684623 10.1016/j.bmcl.2008.07.096 Voltage-gated L-type calcium channel 1

Data from ChEMBL 36 via Core Engine