U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H31F2NO4
Molecular Weight 447.5147
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RONACALERET

SMILES

CC(C)(CC1CC2=C(C1)C=CC=C2)NC[C@@H](O)COC3=C(F)C(F)=CC(CCC(O)=O)=C3

InChI

InChIKey=FQJISUPNMFRIFZ-HXUWFJFHSA-N
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

HIDE SMILES / InChI

Molecular Formula C25H31F2NO4
Molecular Weight 447.5147
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Ronacaleret (SB-751689-A) is a calcium-sensing receptor antagonist. This orally administered compound has been evaluated as a drug for treatment of postmenopausal osteoporosis. By antagonizing calcium-sensing receptors on the surface of the parathyroid gland, ronacaleret triggers a transient release of the body's own stores of parathyroid hormone. In patients with osteoporosis, this may increase volumetric bone mineral. In a phase II clinical trial, bone mineral density at the lumbar spine increased. Cardiac disorders (2.3% of patients) and gastrointestinal disorders (>60% of patients) were reported as adverse events. Phase I studies have also been conducted to evaluate the impact of ronacaleret on mobilization of Hematopoietic stem cells (HSCs) and to measure changes in CD34+ cell counts.

Approval Year

PubMed

PubMed

TitleDatePubMed
The discovery of novel calcium sensing receptor negative allosteric modulators.
2009 Jun 15
A roadmap to the brittle bones of cystic fibrosis.
2010 Dec 16
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:16:09 GMT 2023
Edited
by admin
on Fri Dec 15 16:16:09 GMT 2023
Record UNII
DIH95YP7J3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RONACALERET
INN  
INN  
Official Name English
ronacaleret [INN]
Common Name English
BENZENEPROPANOIC ACID, 3-(((2R)-3-((2-(2,3-DIHYDRO-1H-INDEN-2-YL)-1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPYL)OXY)-4,5-DIFLUORO-
Common Name English
3-(3-(((2R)-3-((2-(2,3-DIHYDRO-1H-INDEN-2-YL)-1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPYL)OXY)-4,5-DIFLUOROPHENYL)PROPANOIC ACID
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C78281
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
Code System Code Type Description
MESH
C561716
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID60892347
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
CAS
753449-67-1
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
FDA UNII
DIH95YP7J3
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
DRUG BANK
DB05255
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
ChEMBL
CHEMBL1198855
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
PUBCHEM
10345214
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
SMS_ID
300000037030
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
INN
8809
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
NCI_THESAURUS
C81351
Created by admin on Fri Dec 15 16:16:10 GMT 2023 , Edited by admin on Fri Dec 15 16:16:10 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY