BORRELIDIN

/static/temp/default.svg Search structure
Synonyms
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key OJCKRNPLOZHAOU-UGKRXNSESA-N
Smiles C[C@@H]1C[C@H](C)C[C@H](C)[C@@H](O)CC(=O)O[C@@H](C\C=C\C=C(\C#N)/[C@H](O)[C@@H](C)C1)[C@@H]2CCC[C@H]2C(=O)O
InChI
InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H43NO6
Molecular Weight 489.64
AlogP 5.04
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 127.85
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 35.0
Assay Description Organism Bioactivity Reference
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as Stern-Volmer quenching constant at 47 degC by fluorescence spectroscopy Phytophthora sojae 1.23 10'4/M
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as Stern-Volmer quenching constant at 37 degC by fluorescence spectroscopy Phytophthora sojae 1.33 10'4/M
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as Stern-Volmer quenching constant at 27 degC by fluorescence spectroscopy Phytophthora sojae 1.54 10'4/M
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) at 20 to 200 uM at 27 to 47 degC after 30 min by fluorescence quenching assay Phytophthora sojae None
Inhibition of C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as reduction in initial velocity at the step of threonine activation preincubated for 10 min with 4 uM enzyme before threonine addition measured after 30 min by HPLC analysis Phytophthora sojae 10000.0 nM Inhibition of C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as reduction in initial velocity at the step of threonine activation preincubated for 10 min with 4 uM enzyme before threonine addition measured after 30 min by HPLC analysis Phytophthora sojae 8000.0 nM
Antifungal activity against Phytophthora sojae race 1 assessed as radial growth inhibition at 0.008 ug/ml incubated at 28 degC in the dark for 6 to 8 days in presence of 0.2 to 0.6 mM L-aspargine Phytophthora sojae None
Antifungal activity against Phytophthora sojae race 1 assessed as radial growth inhibition at 0.008 ug/ml incubated at 28 degC in the dark for 6 to 8 days in presence of 0.2 to 0.6 mM tyrosine Phytophthora sojae None
Antifungal activity against Phytophthora sojae race 1 assessed as radial growth inhibition at 0.008 ug/ml incubated at 28 degC in the dark for 6 to 8 days in presence of 0.2 to 0.6 mM glutamine Phytophthora sojae None
Antifungal activity against Phytophthora sojae race 1 assessed as radial growth inhibition at 0.008 ug/ml incubated at 28 degC in the dark for 6 to 8 days in presence of 0.2 to 0.6 mM alanine Phytophthora sojae None
Antifungal activity against Phytophthora sojae race 1 assessed as radial growth inhibition at 0.006 ug/ml incubated at 28 degC in the dark for 6 to 8 days in presence of 0.6 mM threonine Phytophthora sojae None
Antifungal activity against Phytophthora sojae race 1 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.026 mg/L Antifungal activity against Phytophthora sojae race 1 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0056 ug.mL-1
Antifungal activity against Phytophthora sojae race 3 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.021 mg/L Antifungal activity against Phytophthora sojae race 3 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0051 ug.mL-1
Antifungal activity against Phytophthora sojae race 4 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.017 mg/L Antifungal activity against Phytophthora sojae race 4 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0038 ug.mL-1
Antifungal activity against Phytophthora sojae race 5 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.02 mg/L Antifungal activity against Phytophthora sojae race 5 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0052 ug.mL-1
Antifungal activity against Phytophthora sojae race 9 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.02 mg/L Antifungal activity against Phytophthora sojae race 9 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0053 ug.mL-1
Antifungal activity against Phytophthora sojae race 13 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.021 mg/L Antifungal activity against Phytophthora sojae race 13 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0057 ug.mL-1
Antifungal activity against Phytophthora sojae race 44 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.018 mg/L Antifungal activity against Phytophthora sojae race 44 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0047 ug.mL-1
Antifungal activity against Phytophthora sojae race 54 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.021 mg/L Antifungal activity against Phytophthora sojae race 54 assessed as growth inhibition at 28 degC after 7 days (beneficial crop soybean) Phytophthora sojae 0.0057 ug.mL-1
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as root length at 1 mg/L after 48 hr (untreated control = 4.15 +/- 0.71 cm) Phytophthora sojae 6.24 cm
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as root length at 5 mg/L after 48 hr (untreated control = 4.15 +/- 0.71 cm) Phytophthora sojae 6.53 cm
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as root length at 10 mg/L after 48 hr (untreated control = 4.15 +/- 0.71 cm) Phytophthora sojae 6.81 cm
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as lesion length at 1 mg/L after 48 hr (untreated control = 3.34 +/- 0.64 cm) Phytophthora sojae 1.91 cm
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as lesion length at 5 mg/L after 48 hr (untreated control = 3.34 +/- 0.64 cm) Phytophthora sojae 0.73 cm
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as lesion length at 10 mg/L after 48 hr (untreated control = 3.34 +/- 0.64 cm) Phytophthora sojae 0.25 cm
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as disease control efficacy at 1 mg/L after 48 hr relative to control Phytophthora sojae 56.25 %
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as disease control efficacy at 5 mg/L after 48 hr relative to control Phytophthora sojae 80.76 %
Antifungal activity against Phytophthora sojae race 1 in germinated soybean seeds assessed as disease control efficacy at 10 mg/L after 48 hr relative to control Phytophthora sojae 94.72 %
Phytotoxicity against germinated Glycine max (soybean) seeds at 10 mg/L Glycine max None
Antifungal activity against Pythium species Pythium 0.01 ug.mL-1
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as decrease in beta sheet content of the protein at protein to compound ratio of 1:5 by CD spectroscopy (Rvb = 25.6%) Phytophthora sojae 21.8 %
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as decrease in beta sheet content of the protein at protein to compound ratio of 1:1 by CD spectroscopy (Rvb = 25.6%) Phytophthora sojae 22.4 %
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as increase in alpha helicity of the protein at protein to compound ratio of 1:5 by CD spectroscopy (Rvb = 18.3%) Phytophthora sojae 25.7 %
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as increase in alpha helicity of the protein at protein to compound ratio of 1:1 by CD spectroscopy (Rvb = 18.3%) Phytophthora sojae 24.4 %
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as static fluorescence quenching by FRET analysis Phytophthora sojae None
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as positive entropy and enthalpy changes by themodynamic analysis Phytophthora sojae None
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as equilibrium binding constant by fluorescence spectroscopy Phytophthora sojae 2.55 10'5/M
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as quenching rate constant at 47 degC by fluorescence spectroscopy Phytophthora sojae 1.23 10'12L/mol/s
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as quenching rate constant at 37 degC by fluorescence spectroscopy Phytophthora sojae 1.33 10'12L/mol/s
Binding affinity to C-terminal His6-tagged Phytophthora sojae race 1 recombinant ThrRS expressed in Escherichia coli BL21 (Codonplus DE3) assessed as quenching rate constant at 27 degC by fluorescence spectroscopy Phytophthora sojae 1.54 10'12L/mol/s

Cross References

Resources Reference
ChEMBL CHEMBL70590
PubChem 6436801
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