Compound Detail

CHEMBL1200776

CINACALCET HYDROCHLORIDE

💊 Approved Drug

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💊 Approved Drug

C[C@@H](NCCCc1cccc(C(F)(F)F)c1)c1cccc2ccccc12.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1200776
Name	CINACALCET HYDROCHLORIDE
Phase	Approved
Structure Type	MOL
InChI Key	QANQWUQOEJZMLL-PKLMIRHRSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL1201284
Active Moiety	CHEMBL1201284

Known Names

AMG-073 HCL AMG073 HCL AMG073 HYDROCHLORIDE Cinacalcet accordpharma Cinacalcet hcl Cinacalcet hydrochloride Cinacalcet mylan Mimpara Parareg Sensipar

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

357.4

MW (Da)

6.14

ALogP

HBA

HBD

12.0

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2004
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

USAN Stem	-calcet
USAN Year	2002

Extended Properties

Molecular Formula	C22H23ClF3N
MW	393.88
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	-1.05

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Calcium sensing receptor positive allosteric modulator	POSITIVE ALLOSTERIC MODULATOR	Extracellular calcium-sensing receptor	✓	✓

Indications

Carcinoma Hypercalcemia Hyperparathyroidism Hyperparathyroidism, Secondary Parathyroid Neoplasms Renal Insufficiency, Chronic Prostatic Neoplasms Prostatic Neoplasms, Castration-Resistant

Activity Summary

Ki 18 meas. best 7.4

IC50 6 meas. best 5.52

EC50 2 meas. best 7.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Extracellular calcium-sensing receptor CHEMBL1878	EC50	7.7	7.225	19.9	2
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.4	7.4	39.7	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.04	7.04	90.6	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.41	6.41	388.2	1
D(3) dopamine receptor CHEMBL234	Ki	6.41	6.41	390.9	1
Kappa-type opioid receptor CHEMBL237	Ki	6.35	6.35	444.2	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.24	6.24	571.1	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.18	6.18	658.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.11	6.11	785.1	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.08	6.08	841.7	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	6.01	6.01	971.5	1
Mu-type opioid receptor CHEMBL233	Ki	5.89	5.89	1295.7	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.84	5.84	1451.1	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	5.8	5.8	1565.7	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.77	5.77	1695.7	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.74	5.74	1822.8	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.71	5.71	1962.7	1
Histamine H2 receptor CHEMBL1941	Ki	5.58	5.58	2624.5	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.54	5.54	2889.7	1
Psychosine receptor CHEMBL3714081	IC50	5.52	5.52	3013.6	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.47	5.47	3401.3	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.44	5.44	3641.7	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.4	5.4	3942.6	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	5.1	5.1	7939.6	1
Unchecked CHEMBL612545	IC50	4.76	4.76	17186.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Extracellular calcium-sensing receptor	EC50	=	19.95	nM	7.7	Positive allosteric modulation of calcium sensing receptor by cell based assay	20727747
5-hydroxytryptamine receptor 2B	Ki	=	39.66	nM	7.4	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
Sigma non-opioid intracellular receptor 1	Ki	=	90.62	nM	7.04	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Extracellular calcium-sensing receptor	EC50	=	180.0	nM	6.75	Agonist activity at human CaSR expressed in CHO cells assessed as increase in in...	29724589
Sigma intracellular receptor 2	Ki	=	388.24	nM	6.41	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
D(3) dopamine receptor	Ki	=	390.88	nM	6.41	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
Kappa-type opioid receptor	Ki	=	444.22	nM	6.35	PDSP Secondary Binding target: OPRK1 - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 7	Ki	=	571.15	nM	6.24	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 2C	Ki	=	658.04	nM	6.18	PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati...	-
Sodium-dependent serotonin transporter	Ki	=	785.15	nM	6.11	PDSP Secondary Binding target: SLC6A4 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 2A	Ki	=	841.68	nM	6.08	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 5A	Ki	=	971.52	nM	6.01	PDSP Secondary Binding target: HTR5A - Compounds are tested at 10 uM concentrati...	-
Mu-type opioid receptor	Ki	=	1295.69	nM	5.89	PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati...	-
Sodium-dependent noradrenaline transporter	Ki	=	1451.11	nM	5.84	PDSP Secondary Binding target: SLC6A2 - Compounds are tested at 10 uM concentrat...	-
Alpha-2C adrenergic receptor	Ki	=	1565.67	nM	5.8	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 1D	Ki	=	1695.7	nM	5.77	PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 6	Ki	=	1822.85	nM	5.74	PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1A	Ki	=	1962.68	nM	5.71	PDSP Secondary Binding target: HTR1A - Compounds are tested at 10 uM concentrati...	-
Histamine H2 receptor	Ki	=	2624.52	nM	5.58	PDSP Secondary Binding target: HRH2 - Compounds are tested at 10 uM concentratio...	-
Alpha-1B adrenergic receptor	Ki	=	2889.68	nM	5.54	PDSP Secondary Binding target: ADRA1B - Compounds are tested at 10 uM concentrat...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	343
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
20727747	10.1016/j.bmcl.2010.07.077	Extracellular calcium-sensing receptor	2
-	10.6019/CHEMBL5060014	Bromodomain-containing protein 4	1
-	10.6019/CHEMBL5060014	Aurora kinase A	1

Data from ChEMBL 36 via Core Engine