(R)-2h [PMID:19625189]   Click here for help

GtoPdb Ligand ID: 10590

Synonyms: Pfizer compound 1 [2]
Compound class: Synthetic organic
Comment: Compound (R)-2h is an orally bioavailable, negative regulator of the calcium-sensing receptor (CaSR) [1-2]. (R)-2h is short-acting, and is predicted to produce a rapid and transient release of parathyroid hormone (PTH) and an associated bone anabolic response. Molecules like (R)-2h, which 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 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 68.01
Molecular weight 425.14
XLogP 5.32
No. Lipinski's rules broken 1
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Canonical SMILES Oc1ccccc1c1nc2ccnc(c2c(=O)n1C(Cc1ccccc1)C)C(F)(F)F
Isomeric SMILES Oc1ccccc1c1nc2ccnc(c2c(=O)n1[C@@H](Cc1ccccc1)C)C(F)(F)F
InChI InChI=1S/C23H18F3N3O2/c1-14(13-15-7-3-2-4-8-15)29-21(16-9-5-6-10-18(16)30)28-17-11-12-27-20(23(24,25)26)19(17)22(29)31/h2-12,14,30H,13H2,1H3/t14-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
Pfizer compound 1 [2]
Database Links Click here for help
Specialist databases
GPCRdb Ligand (R)-2h [PMID:19625189]
Other databases
ChEMBL Ligand CHEMBL565122
GtoPdb PubChem SID 404859037
PubChem CID 135948915
Search Google for chemical match using the InChIKey KLURSWGCQQKDCT-CQSZACIVSA-N
Search Google for chemicals with the same backbone KLURSWGCQQKDCT
UniChem Compound Search for chemical match using the InChIKey KLURSWGCQQKDCT-CQSZACIVSA-N
UniChem Connectivity Search for chemical match using the InChIKey KLURSWGCQQKDCT-CQSZACIVSA-N