ChemSpider 2D Image | WEHI-539 | C31H29N5O3S2

WEHI-539

  • Molecular FormulaC31H29N5O3S2
  • Average mass583.724 Da
  • Monoisotopic mass583.171204 Da
  • ChemSpider ID28542162
  • Double-bond stereo - Double-bond stereo


More details:






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

1431866-33-9 [RN]
4-Thiazolecarboxylic acid, 5-[3-[4-(aminomethyl)phenoxy]propyl]-2-[(8E)-8-[2-(2-benzothiazolyl)hydrazinylidene]-5,6,7,8-tetrahydro-2-naphthalenyl]- [ACD/Index Name]
5-(3-(4-(Aminomethyl)phenoxy)propyl)-2-(8-(2-(benzo[d]thiazol-2-yl)hydrazono)-5,6,7,8-tetrahydronaphthalen-2-yl)thiazole-4-carboxylic acid
5-[3-[4-(aminomethyl)phenoxy]propyl]-2-[(8E)-8-(1,3-benzothiazol-2-ylhydrazinylidene)-6,7-dihydro-5H-naphthalen-2-yl]-1,3-thiazole-4-carboxylic acid
5-{3-[4-(Aminomethyl)phenoxy]propyl}-2-[(8E)-8-(1,3-benzothiazol-2-ylhydrazono)-5,6,7,8-tetrahydro-2-naphthalenyl]-1,3-thiazole-4-carboxylic acid [ACD/IUPAC Name]
5-{3-[4-(Aminomethyl)phenoxy]propyl}-2-[(8E)-8-(1,3-benzothiazol-2-ylhydrazono)-5,6,7,8-tetrahydro-2-naphthalinyl]-1,3-thiazol-4-carbonsäure [German] [ACD/IUPAC Name]
Acide 5-{3-[4-(aminométhyl)phénoxy]propyl}-2-[(8E)-8-(1,3-benzothiazol-2-ylhydrazono)-5,6,7,8-tétrahydro-2-naphtalényl]-1,3-thiazole-4-carboxylique [French] [ACD/IUPAC Name]
WEHI-539
(E)-5-(3-(4-(aminomethyl)phenoxy)propyl)-2-(8-(2-(benzo[d]thiazol-2-yl)hydrazono)-5,6,7,8-tetrahydronaphthalen-2-yl)thiazole-4-carboxylic acid
[1431866-33-9]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

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

      Not Available Novochemy [NC-43059]
    • Safety:

      20/21/22 Novochemy [NC-43059]
      20/21/36/37/39 Novochemy [NC-43059]
      GHS07; GHS09 Novochemy [NC-43059]
      H332; H403 Novochemy [NC-43059]
      P102; P210; P262; P270; P302+P352; P308+P313 Novochemy [NC-43059]
      Warning Novochemy [NC-43059]
      Xn Novochemy [NC-43059]
    • Bio Activity:

      Apoptosis MedChem Express HY-15607
      Apoptosis; MedChem Express HY-15607
      Bcl-2 Family MedChem Express HY-15607
      WEHI-539, has high affinity (subnanomolar) and selectivity for BCL-XL and potently kills cells by selectively antagonizing its prosurvival activity. MedChem Express http://www.medchemexpress.com/UPF-648.html, HY-15607
      WEHI-539, has high affinity (subnanomolar) and selectivity for BCL-XL and potently kills cells by selectively antagonizing its prosurvival activity. WEHI-539 has a high affinity for BCL-XL (IC50 = 1.1 nM). ;IC50 Value: 1.1 nM (BCL-XL) [1];Target: Bcl-2 Family;The prosurvival BCL-2 family protein BCL-XL is often overexpressed in solid tumors and renders malignant tumor cells resistant to anticancer therapeutics. The optimized compound, WEHI-539 interacts with residues in the P4 pocket and adopts a distinct binding mode compared to ABT-737. WEHI-539 induces apoptosis in MEFs only if they lack MCL-1 supports the notion that cell killing induced by WEHI-539 is due to direct inhibition of BCL-XL. Accordingly, restoring expression of MCL-1 in mcl-1 knockout cells renders them highly resistant to WEHI-539. WEHI-539 could only kill cells that contained BAK (Fig. 6b). This observation was confirmed in MEFs where both the amount and activity of MCL-1 were abrogated by expression of its nat MedChem Express HY-15607

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

Density: 1.4±0.1 g/cm3
Boiling Point: 827.6±75.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.2 mmHg at 25°C
Enthalpy of Vaporization: 126.1±3.0 kJ/mol
Flash Point: 454.3±37.1 °C
Index of Refraction: 1.737
Molar Refractivity: 163.0±0.5 cm3
#H bond acceptors: 8
#H bond donors: 4
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 2
ACD/LogP: 6.85
ACD/LogD (pH 5.5): 3.59
ACD/BCF (pH 5.5): 79.34
ACD/KOC (pH 5.5): 154.28
ACD/LogD (pH 7.4): 3.60
ACD/BCF (pH 7.4): 80.05
ACD/KOC (pH 7.4): 155.66
Polar Surface Area: 179 Å2
Polarizability: 64.6±0.5 10-24cm3
Surface Tension: 62.2±7.0 dyne/cm
Molar Volume: 405.3±7.0 cm3

Click to predict properties on the Chemicalize site






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