Compound Detail

CHEMBL460291

LACIDIPINE

🧪 Phase III

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🧪 Phase III

CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1ccccc1/C=C/C(=O)OC(C)(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL460291
Name	LACIDIPINE
Phase	Phase III
Structure Type	MOL
InChI Key	GKQPCPXONLDCMU-CCEZHUSRSA-N
Therapeutic	✓ Yes

Known Names

3,3'-iminobispropylamine 3,3'-iminodipropylamine 4-azaheptamethylenediamine Caldine Dipropylamine, 3,3'-diamino- Dipropylenetriamine GR 43659X GR-43659X Lacidipine Lacidipino Molap Motens +1 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

455.6

MW (Da)

4.40

ALogP

HBA

HBD

90.9

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-dipine; -pine
USAN Year	1989

Extended Properties

Molecular Formula	C26H33NO6
MW	455.55
Aromatic Rings	1
Heavy Atoms	33
NP-Likeness	-0.23

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 Angina, Stable

ATC Classification

C08CA09

lacidipine

Level 1: CARDIOVASCULAR SYSTEM

Level 2: CALCIUM CHANNEL BLOCKERS

Activity Summary

IC50 11 meas. best 9.4

Ki 6 meas. best 9.59

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	9.59	8.95	0.3	2
Unchecked CHEMBL612545	IC50	9.4	8.83	0.4	2
Cytochrome P450 3A4 CHEMBL340	IC50	6.05	6.05	900.0	1
Thromboxane-A synthase CHEMBL1835	IC50	5.77	5.77	1694.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	5.7	5.7	2000.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.7	5.7	2000.0	1
D(3) dopamine receptor CHEMBL234	Ki	5.68	5.68	2096.0	1
Adenosine receptor A3 CHEMBL256	Ki	5.64	5.64	2281.0	1
Androgen receptor CHEMBL3072	Ki	5.58	5.58	2612.0	1
Androgen receptor CHEMBL3072	IC50	5.41	5.41	3918.0	1
Adenosine receptor A3 CHEMBL256	IC50	5.39	5.39	4036.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.25	5.25	5687.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.24	5.24	5735.0	1
D(3) dopamine receptor CHEMBL234	IC50	5.21	5.21	6170.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.47	4.47	33500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	99.2	mL.min-1.g-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.257	nM	9.59	DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:...	-
Unchecked	IC50	=	0.4	nM	9.4	DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:...	-
Unchecked	Ki	=	4.843	nM	8.31	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Unchecked	IC50	=	5.449	nM	8.26	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Cytochrome P450 3A4	IC50	=	900.0	nM	6.05	DRUGMATRIX: CYP450, 3A4 enzyme inhibition (substrate: 7-Benzyloxy-4-(trifluorome...	-
Thromboxane-A synthase	IC50	=	1694.0	nM	5.77	DRUGMATRIX: Thromboxane Synthetase enzyme inhibition (substrate: PGH2)	-
Cytochrome P450 2C19	IC50	=	2000.0	nM	5.7	DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Cytochrome P450 2C9	IC50	=	2000.0	nM	5.7	DRUGMATRIX: CYP450, 2C9 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
D(3) dopamine receptor	Ki	=	2096.0	nM	5.68	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Adenosine receptor A3	Ki	=	2281.0	nM	5.64	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
Androgen receptor	Ki	=	2612.0	nM	5.58	DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler...	-
Androgen receptor	IC50	=	3918.0	nM	5.41	DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler...	-
Adenosine receptor A3	IC50	=	4036.0	nM	5.39	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
Sodium-dependent noradrenaline transporter	Ki	=	5687.0	nM	5.25	DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5...	-
Sodium-dependent noradrenaline transporter	IC50	=	5735.0	nM	5.24	DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5...	-
D(3) dopamine receptor	IC50	=	6170.0	nM	5.21	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Trypanosoma cruzi	IC50	=	33500.0	nM	4.47	Antitrypanosomal activity against epimastigotes of Trypanosoma cruzi	20934347

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	526
17954702	10.1128/aac.00522-07	Leishmania donovani	11
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
17954702	10.1128/aac.00522-07	Mus musculus	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	3
37468498	10.1038/s41467-023-40064-9	Progesterone receptor	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
37468498	10.1038/s41467-023-40064-9	Gamma-aminobutyric acid receptor subunit alpha-1	2
25036789	10.1016/j.ejmech.2014.06.078	Indoleamine 2,3-dioxygenase 1	2
-	10.6019/CHEMBL4651402	Vero C1008	2
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	2
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M2	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2A	2
37468498	10.1038/s41467-023-40064-9	Cannabinoid receptor 1	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2

Data from ChEMBL 36 via Core Engine