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)phenyl]methyl]-benzo[b]thiophene-2-carboxamide dihydrochloride
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]
912545-86-9 [RN]
Benzo[b]thiophene-2-carboxamide, 3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]- [ACD/Index Name]
SAG
SAG dihydrochloride
Smoothened agonist [Wiki]
[912545-86-9] [RN]
More...

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
      A member of the class of 1-benzothiophenes that is 3-chloro-1-benzothiophene-2-carboxamide in which the amide nitrogen is substituted by trans-4-(methylamino)cyclohexyl and 3-(pyridin-4-yl)benzyl grou ps. 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
      Biochemicals & small molecules/Agonists & activators Hello Bio HB3107
      Cell permeable Sonic hedgehog (Shh) agonist and Smo agonist. Enhances neuronal differentiation. Hello Bio HB3107
      Cell process/Stem cells/Differentiation Hello Bio HB3107
      Cell signaling/Hedgehog signaling Hello Bio HB3107
      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
      Potent, cell-permeable Smo receptor agonist (K<sub>d</sub> = 59 nM) and hedgehog (Hh) signaling activator. Counteracts cyclopamine inhibition of Smo. Acts as an Smo activator at low concentrations and an inhibitor at high concentrations. Also enhances neuronal differentiation of iPSC into dopaminergic neurons. Hello Bio HB3107
      Receptors & Transporters/G protein coupled receptors/Smo Hello Bio HB3107
      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, version: 14.00

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

Click to predict properties on the Chemicalize site


Advertisement