ChemSpider 2D Image | Smoothened agonist | C28H28ClN3OS

Smoothened agonist

  • Molecular FormulaC28H28ClN3OS
  • Average mass490.059 Da
  • Monoisotopic mass489.164154 Da
  • ChemSpider ID21541484
  • defined stereocentres - 2 of 2 defined stereocentres


More details:






Validated by Experts, Validated by Users, Non-Validated, Removed by Users

3-Chlor-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(4-pyridinyl)benzyl]-1-benzothiophen-2-carboxamid [German] [ACD/IUPAC Name]
3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(4-pyridinyl)benzyl]-1-benzothiophene-2-carboxamide [ACD/IUPAC Name]
3-Chloro-N-[trans-4-(méthylamino)cyclohexyl]-N-[3-(4-pyridinyl)benzyl]-1-benzothiophène-2-carboxamide [French] [ACD/IUPAC Name]
Benzo[b]thiophene-2-carboxamide, 3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]- [ACD/Index Name]
Smoothened agonist [Wiki]
[912545-86-9]
3-Chloro-N-((1R,4R)-4-(methylamino)cyclohexyl)-N-(3-(pyridin-4-yl)benzyl)benzo[b]thiophene-2-carboxamide
3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]benzo[b]thiophene-2-carboxamide
3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]-benzo[b]thiophene-2-carboxamide
3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(pyridin-4-yl)benzyl]-1-benzothiophene-2-carboxamide
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CCRIS 4693 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      A member of the class of 1-benzothiophenes that is 3-chloro-1-benzothiophene-2-carboxamide in which the amide nitrogen is substituted by <stereo>trans</stereo>-4-(methylamino)cyclohexyl and 3-(pyridin -4-yl)benzyl groups. A smoothened (Smo) receptor agonist that antagonizes cyclopamine action at the Smo receptor. Activates the Hedgehog signaling pathway in a Patched independent manner. ChEBI CHEBI:138438
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 6390, 4366
      Dihydrochloride salt of SAG; a potent Smoothened (Smo) receptor agonist. Tocris Bioscience 6390, 4366
      Dihydrochloride salt of SAG; Smo receptor agonist Tocris Bioscience 6390, 4366
      Potent Smoothened (Smo) receptor agonist (Kd = 59 nM); antagonizes Cyclopamine action at the Smo receptor. Potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM). Induces pathway activation independently of Ptch proteins. Putative inhibitor of a cellular component required for Hedgehog signaling. Enhances neuronal differentiation of iPSCs into dopaminergic neurons. Tocris Bioscience 6390, 4366
      Potent Smoothened (Smo) receptor agonist (Kd = 59 nM); antagonizes Cyclopamine action at the Smo receptor. Potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM). Induces pathway activation independently of Ptch proteins. Putative inhibitor of a cellular component required for Hedgehog signaling. Enhances neuronal differentiation of iPSCs into dopaminergic neurons. Tocris Bioscience 4366
      Potent Smoothened receptor agonist; activates the Hedgehog signaling pathway Tocris Bioscience 6390, 4366
      SAG is a potent Smoothened (Smo) receptor agonist (Kd = 59 nM); potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM). MedChem Express http://www.medchemexpress.com/Mps1-IN-5.html, HY-12848
      SAG is a potent Smoothened (Smo) receptor agonist (Kd = 59 nM); potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM). ;IC50 value: 59 nM (Ki) [1];Target: Smo agonist;In vitro: The binding of BODIPY-cyclopamine to the Smo-deletion mutants was inhibited by 150 nM SAG to an extent similar to that observed with cells expressing WT Smo. SAG may interact not only with Smo, but also with a cellular effector of Smo activation, thereby inducing Hh pathway activation by facilitating the association of these two proteins at optimal SAG concentrations [1]. MedChem Express HY-12848
      Smo MedChem Express HY-12848
      Smoothened Receptors Tocris Bioscience 6390, 4366
      Wnt/Hedgehog/Notch MedChem Express HY-12848
      Wnt/Hedgehog/Notch; MedChem Express HY-12848

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 688.6±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.1 mmHg at 25°C
Enthalpy of Vaporization: 100.9±3.0 kJ/mol
Flash Point: 370.3±31.5 °C
Index of Refraction: 1.678
Molar Refractivity: 141.7±0.4 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 1
ACD/LogP: 6.42
ACD/LogD (pH 5.5): 2.55
ACD/BCF (pH 5.5): 8.48
ACD/KOC (pH 5.5): 19.28
ACD/LogD (pH 7.4): 2.92
ACD/BCF (pH 7.4): 20.01
ACD/KOC (pH 7.4): 45.52
Polar Surface Area: 73 Å2
Polarizability: 56.2±0.5 10-24cm3
Surface Tension: 63.0±5.0 dyne/cm
Molar Volume: 375.8±5.0 cm3

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