compound 18c [PMID:19143533]   Click here for help

GtoPdb Ligand ID: 10589

Synonyms: BMS compound 1 [1]
Compound class: Synthetic organic
Comment: Compound 18c is a calcium-sensing receptor (CaSR) negative allosteric modulator (NAM) [2]. It utilises a second allosteric binding site that is topographically distinct from the NPS2143 binding site [1]. Negative modulation of CaSR promotes release of parathyroid hormone (PTH). Transient release of PTH elicits a bone anabolic response, so molecules that act as rapid/transient negative CaSR modulators are being explored for potential as novel agents to treat bone-loss diseases.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 111.17
Molecular weight 557.25
XLogP 4.98
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OCC(Nc1ccc(c(n1)c1cc(OC)c(c(c1)OC)OC)C(=O)NCCOc1ccccc1)Cc1ccccc1
Isomeric SMILES OC[C@@H](Nc1ccc(c(n1)c1cc(OC)c(c(c1)OC)OC)C(=O)NCCOc1ccccc1)Cc1ccccc1
InChI InChI=1S/C32H35N3O6/c1-38-27-19-23(20-28(39-2)31(27)40-3)30-26(32(37)33-16-17-41-25-12-8-5-9-13-25)14-15-29(35-30)34-24(21-36)18-22-10-6-4-7-11-22/h4-15,19-20,24,36H,16-18,21H2,1-3H3,(H,33,37)(H,34,35)/t24-/m0/s1
InChI Key FCBOUJYKAGWYQM-DEOSSOPVSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(S)-6-((1-hydroxy-3-phenylpropan-2-yl)amino)-N-(2-phenoxyethyl)-2-(3,4,5-trimethoxyphenyl)nicotinamide
Synonyms Click here for help
BMS compound 1 [1]
Database Links Click here for help
BindingDB Ligand 28017
CAS Registry No. 802916-30-9 (source: PubChem)
ChEMBL Ligand CHEMBL457071
GtoPdb PubChem SID 404859036
PubChem CID 11410354
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