General Information of the Compound
Compound ID
CP0172829
Compound Name
(R)-2-chloro-6-(2-hydroxy-3-(2-methyl-1-(naphthalen-2-yl)propan-2-ylamino)propoxy)benzonitrile
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Synonyms
(+)-NPS-2143
(R)-2-chloro-6-(2-hydroxy-3-((2-methyl-1-(naphthalen-2-yl)propan-2-yl)amino)propoxy)benzonitrile
2-CHLORO-6-[(2R)-3-[[1,1-DIMETHYL-2-(2-NAPHTHALENYL)ETHYL]AMINO]-2-HYDROXYPROPOXY]BENZONITRILE
2-chloro-6-[(2R)-2-hydroxy-3-[(2-methyl-1-naphthalen-2-ylpropan-2-yl)amino]propoxy]benzonitrile
284035-33-2
AC1OCFG2
BCPP000077
C24H25ClN2O2
CHEMBL180672
DTXSID10426075
EX-A017
GTPL716
MolPort-021-805-006
NPS 2143
NPS-2143
NPS2143
SB-262470
SB-262470A
SCHEMBL13597018
UNII-Z25PJ77W7V
Z25PJ77W7V
ZINC3975668
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Structure
Formula
C24H25ClN2O2
Molecular Weight
408.929
Canonical SMILES
CC(C)(Cc1ccc2ccccc2c1)NC[C@@H](O)COc1cccc(Cl)c1C#N
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InChI
InChI=1S/C24H25ClN2O2/c1-24(2,13-17-10-11-18-6-3-4-7-19(18)12-17)27-15-20(28)16-29-23-9-5-8-22(25)21(23)14-26/h3-12,20,27-28H,13,15-16H2,1-2H3/t20-/m1/s1
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InChIKey
PZUJQWHTIRWCID-HXUWFJFHSA-N
Physicochemical Property
logP
4.71548
Rotatable Bonds
8
Heavy Atom Count
29
Polar Areas
65.28
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 6918446
SID: 12015260
ChEMBL ID
CHEMBL180672
DrugBank ID
DB05695
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01916, Extracellular calcium-sensing receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  3
1
IC50 = 0.058 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 23 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 43 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000868 PC12
 Cell Line Info 
Rattus norvegicus (Rat)  1
1
IC50 = 26 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000425 TT
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 50 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 43 nM
Protein ID: PT06044, Extracellular calcium-sensing receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
IC50 = 460 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( NPS-2143 )
Drug Name NPS-2143
Company NPS Pharmaceuticals
Indication
Osteoporosis
Discontinued in Phase 2
Target(s)
Extracellular calcium-sensing receptor (CASR)
 Target Info 
Antagonist