AXT914   Click here for help

GtoPdb Ligand ID: 10696

Synonyms: AXT-914 | PD127836
Compound class: Synthetic organic
Comment: AXT914 is a calcium-sensing receptor (CaSR) modulator that was developed by Novartis as a small molecule calcilytic [1]. It is structurally related to the CaSR negative allosteric modulator (NAM) ATF936, but exhibits better solubility properties in microemulsion formulations. AXT914 acts to promote a rapid and transient release of parathyroid hormone. CaSR antagonists/NAMs are being investigated as bone-forming osteoporosis therapeutics.

Note that this entry was updated in March 2024, with reference to the chemical structure provided in [2].
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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 41.9
Molecular weight 487.39
XLogP 4.36
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES C#CCOC1=CC2=C(C=C1)N(CC3=CC=C(C=C3)Br)C(=O)N=C2C4=CC=C(C=C4)C(C)C
Isomeric SMILES CC(C)C1=CC=C(C=C1)C2=NC(=O)N(CC3=CC=C(Br)C=C3)C4=CC=C(OCC#C)C=C24
InChI InChI=1S/C27H23BrN2O2/c1-4-15-32-23-13-14-25-24(16-23)26(21-9-7-20(8-10-21)18(2)3)29-27(31)30(25)17-19-5-11-22(28)12-6-19/h1,5-14,16,18H,15,17H2,2-3H3
InChI Key KIZITKARUSPCHY-UHFFFAOYSA-N
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Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel