ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201284
CHEMBL1201284
Compound Name CINACALCET
ChEMBL Synonyms SENSIPAR | CINACALCET HYDROCHLORIDE | AMG073 HCL | MIMPARA | AMG073 | Sensipar | CINACALCET | AMG-073
Max Phase 4 (Approved)
Trade Names MIMPARA | Sensipar | SENSIPAR
Molecular Formula C22H22F3N

Additional synonyms for CHEMBL1201284 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H](NCCCc1cccc(c1)C(F)(F)F)c2cccc3ccccc23
Standard InChI InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26- ...
Download InChI
Standard InChI Key VDHAWDNDOKGFTD-MRXNPFEDSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1201284

Molecule Features

CHEMBL1201284 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Calcium sensing receptor positive allosteric modulator Calcium sensing receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials
Memory DisordersD008569EFO:0001072memory impairment2ClinicalTrials
Rickets, HypophosphatemicD063730Orphanet:437Hypophosphatemic rickets1ClinicalTrials
Hyperparathyroidism, SecondaryD006962EFO:1001173secondary hyperparathyroidism3ClinicalTrials
Hyperparathyroidism, PrimaryD0499502ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov CINACALCET
The Cochrane Collaboration CINACALCET

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1201284. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.999
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.990
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.965
CHEMBL287 Sigma opioid receptor Homo sapiens 0.447
CHEMBL249 Neurokinin 1 receptor Homo sapiens 0.430
CHEMBL240 HERG Homo sapiens 0.223



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.997
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.995
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.991
CHEMBL249 Neurokinin 1 receptor Homo sapiens 0.659
CHEMBL287 Sigma opioid receptor Homo sapiens 0.645
CHEMBL240 HERG Homo sapiens 0.344
CHEMBL259 Melanocortin receptor 4 Homo sapiens 0.239

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
357.4 357.1704 6.14 6 12.03 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 1 1 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.19 6.18 4.41 3 26 0.52

Structural Alerts

There are 1 structural alerts for CHEMBL1201284. To view alerts please click here.

Compound Cross References

ATC H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H05 - CALCIUM HOMEOSTASIS
H05B - ANTI-PARATHYROID AGENTS
H05BX - Other anti-parathyroid agents
H05BX01 - cinacalcet

ChemSpider ChemSpider:VDHAWDNDOKGFTD-MRXNPFEDSA-N
DailyMed cinacalcet hydrochloride
PubChem SID: 124893630 SID: 50125742
Wikipedia Cinacalcet

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201284



ACToR 226256-56-0
BindingDB 50416875
ChEBI 48390
ChemicalBook CB5506688
DrugBank DB01012
DrugCentral 647
eMolecules 31592306
EPA CompTox Dashboard DTXSID8048286
FDA SRS UAZ6V7728S
Guide to Pharmacology 3308
Human Metabolome Database HMDB0015147
IBM Patent System 26C447D4FFB81FC8C8B34686ABF6FD8D
LINCS LSM-5815
MolPort MolPort-003-845-954
Nikkaji J1.645.239D
PharmGKB PA164776671
PubChem 156419
PubChem: Thomson Pharma 14828105
SureChEMBL SCHEMBL71876
ZINC ZINC000001550499

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VDHAWDNDOKGFTD-MRXNPFEDSA-N spacer
spacer