This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification
NameRonacaleret
Accession NumberDB05255
TypeSmall Molecule
GroupsInvestigational
Description

Ronacaleret is a calcium-sensing receptor antagonist.

Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients
IngredientUNIICASInChI KeyDetails
Ronacaleret hydrochlorideLZM2DSH251 702686-96-2BQGSCEAKPBWIDI-VEIFNGETSA-NDetails
ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNIIDIH95YP7J3
CAS number753449-67-1
WeightAverage: 447.523
Monoisotopic: 447.222114808
Chemical FormulaC25H31F2NO4
InChI KeyFQJISUPNMFRIFZ-HXUWFJFHSA-N
InChI
InChI=1S/C25H31F2NO4/c1-25(2,13-17-9-18-5-3-4-6-19(18)10-17)28-14-20(29)15-32-22-12-16(7-8-23(30)31)11-21(26)24(22)27/h3-6,11-12,17,20,28-29H,7-10,13-15H2,1-2H3,(H,30,31)/t20-/m1/s1
IUPAC Name
3-{3-[(2R)-3-{[1-(2,3-dihydro-1H-inden-2-yl)-2-methylpropan-2-yl]amino}-2-hydroxypropoxy]-4,5-difluorophenyl}propanoic acid
SMILES
CC(C)(CC1CC2=C(C1)C=CC=C2)NC[C@@H](O)COC1=CC(CCC(O)=O)=CC(F)=C1F
Pharmacology
Indication

Post-menopausal women with osteoporosis

Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action

751689 is novel small molecules that work by antagonizing calcium-sensing receptors on the surface of the parathyroid gland, thereby triggering a transient release of the body's own stores of parathyroid hormone (PTH). This release of PTH may have the potential to rebuild the bone mass lost as a result of osteoporosis and improve overall bone microarchitecture in these patients.

TargetKindPharmacological actionActionsOrganismUniProt ID
Extracellular calcium-sensing receptorProteinunknownNot AvailableHumanP41180 details
Adhesion G-protein coupled receptor F1ProteinunknownNot AvailableHumanQ5T601 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedNot AvailableBone destruction / Healthy Volunteers / One to five years postmenopausal1
1CompletedSupportive CareTransplantation, Bone Marrow1
1CompletedTreatmentTransplantation, Stem Cell1
2TerminatedTreatmentBone destruction1
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00145 mg/mLALOGPS
logP2.37ALOGPS
logP2.21ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)3.23ChemAxon
pKa (Strongest Basic)9.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.79 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity118.36 m3·mol-1ChemAxon
Polarizability47.78 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET featuresNot Available
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative ParentsIndanes / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Aralkylamines / Fluorobenzenes / Aryl fluorides / 1,2-aminoalcohols / Amino acids / Secondary alcohols
Substituents3-phenylpropanoic-acid / Indane / Phenoxy compound / Phenol ether / Alkyl aryl ether / Aralkylamine / Fluorobenzene / Halobenzene / Aryl fluoride / Benzenoid
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Phosphatidylinositol phospholipase c activity
Specific Function:
Senses changes in the extracellular concentration of calcium ions. The activity of this receptor is mediated by a G-protein that activates a phosphatidylinositol-calcium second messenger system.
Gene Name:
CASR
Uniprot ID:
P41180
Molecular Weight:
120672.385 Da
References
  1. Fitzpatrick LA, Dabrowski CE, Cicconetti G, Gordon DN, Papapoulos S, Bone HG 3rd, Bilezikian JP: The effects of ronacaleret, a calcium-sensing receptor antagonist, on bone mineral density and biochemical markers of bone turnover in postmenopausal women with low bone mineral density. J Clin Endocrinol Metab. 2011 Aug;96(8):2441-9. doi: 10.1210/jc.2010-2855. Epub 2011 May 18. [PubMed:21593114 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
G-protein coupled receptor activity
Specific Function:
Orphan receptor.
Gene Name:
ADGRF1
Uniprot ID:
Q5T601
Molecular Weight:
101363.665 Da
Drug created on November 18, 2007 11:09 / Updated on June 11, 2017 21:00