2-PHENYL-1H-INDOLE

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Synonyms
UNII MQD44HV3P1
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 KLLLJCACIRKBDT-UHFFFAOYSA-N
Smiles c1ccc(cc1)c2cc3ccccc3[nH]2
InChI
InChI=1S/C14H11N/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10,15H

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H11N
Molecular Weight 193.24
AlogP 3.93
Hydrogen Bond Acceptor 0.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 15.79
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 15.0
Assay Description Organism Bioactivity Reference
Antioxidant activity in Rattus norvegicus (rat) liver assessed as DPPH free radical scavenging activity at 10'-3 to 10'-4 M Rattus norvegicus None
Antioxidant activity in Rattus norvegicus (rat) liver assessed as superoxide anion scavenging activity at 10'-3 to 10'-4 M Rattus norvegicus None
Inhibition of Rattus norvegicus albino (rat) tus norvegicus (rat) kidney aldose reductase using D-L-glyceraldehyde as substRattus norvegicus (rat) e assessed as decrease in NADPH level measured for 5 min by spectrophotometric analysis Rattus norvegicus None
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as DNA content at 0.5 times of IC50 concentration (Rvb = 15.5 +/- 0.5 mg/l) Macrophomina phaseolina 8.0 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as DNA content at 0.25 times of IC50 concentration (Rvb = 15.5 +/- 0.5 mg/l) Macrophomina phaseolina 6.8 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as DNA content at 0.1 times of IC50 concentration (Rvb = 15.5 +/- 0.5 mg/l) Macrophomina phaseolina 6.4 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as RNA content at 2 times of IC50 concentration (Rvb = 16.1 +/- 0.4 mg/l) Macrophomina phaseolina 5.9 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as RNA content at 1 times of IC50 concentration (Rvb = 16.1 +/- 0.4 mg/l) Macrophomina phaseolina 6.3 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as RNA content at 0.5 times of IC50 concentration (Rvb = 16.1 +/- 0.4 mg/l) Macrophomina phaseolina 8.3 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as RNA content at 0.25 times of IC50 concentration (Rvb = 16.1 +/- 0.4 mg/l) Macrophomina phaseolina 7.2 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as RNA content at 0.1 times of IC50 concentration (Rvb = 16.1 +/- 0.4 mg/l) Macrophomina phaseolina 6.7 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as DNA content at 2 times of IC50 concentration (Rvb = 49.5 +/- 1.6 mg/l) Fusarium culmorum 23.8 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as DNA content at 1 times of IC50 concentration (Rvb = 49.5 +/- 1.6 mg/l) Fusarium culmorum 25.3 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as DNA content at 0.5 times of IC50 concentration (Rvb = 49.5 +/- 1.6 mg/l) Fusarium culmorum 18.0 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as DNA content at 0.1 times of IC50 concentration (Rvb = 49.5 +/- 1.6 mg/l) Fusarium culmorum 28.6 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as DNA content at 0.25 times of IC50 concentration (Rvb = 49.5 +/- 1.6 mg/l) Fusarium culmorum 23.7 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as RNA content at 2 times of IC50 concentration (Rvb = 51.5 +/- 1.5 mg/l) Fusarium culmorum 24.7 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as RNA content at 0.5 times of IC50 concentration (Rvb = 51.5 +/- 1.5 mg/l) Fusarium culmorum 18.7 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as RNA content at 1 times of IC50 concentration (Rvb = 51.5 +/- 1.5 mg/l) Fusarium culmorum 26.3 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as RNA content at 0.25 times of IC50 concentration (Rvb = 51.5 +/- 1.5 mg/l) Fusarium culmorum 24.3 mg/L
Invivo effect on peroxidase activity in Fusarium culmorum assessed as RNA content at 0.1 times of IC50 concentration (Rvb = 51.5 +/- 1.5 mg/l) Fusarium culmorum 29.7 mg/L
Inhibition of peroxidase activity in Rhizoctonia solani at 2 times of IC50 concentration Rhizoctonia solani -151.0 %
Activation of peroxidase activity in Rhizoctonia solani Rhizoctonia solani 14.5 ug ml-1
Inhibition of peroxidase activity in Rhizoctonia solani at 1 times of IC50 concentration Rhizoctonia solani -67.7 %
Inhibition of peroxidase activity in Rhizoctonia solani at 0.5 times of IC50 concentration Rhizoctonia solani -56.3 %
Inhibition of peroxidase activity in Rhizoctonia solani at 0.1 times of IC50 concentration Rhizoctonia solani 0.0 %
Inhibition of peroxidase activity in Rhizoctonia solani at 0.25 times of IC50 concentration Rhizoctonia solani -46.3 %
Inhibition of peroxidase activity in Pythium debaryanum at 2 times of IC50 concentration Pythium debaryanum -22.0 %
Inhibition of peroxidase activity in Pythium debaryanum at 1 times of IC50 concentration Pythium debaryanum -11.9 %
Inhibition of peroxidase activity in Pythium debaryanum at 0.5 times of IC50 concentration Pythium debaryanum 0.0 %
Inhibition of peroxidase activity in Pythium debaryanum at 0.25 times of IC50 concentration Pythium debaryanum 3.7 %
Inhibition of peroxidase activity in Pythium debaryanum at 0.1 times of IC50 concentration Pythium debaryanum 19.3 %
Inhibition of peroxidase activity in Macrophomina phaseoli at 2 times of IC50 concentration Macrophomina phaseolina 54.3 %
Inhibition of peroxidase activity in Macrophomina phaseoli at 1 times of IC50 concentration Macrophomina phaseolina 40.7 %
Inhibition of peroxidase activity in Macrophomina phaseoli at 0.5 times of IC50 concentration Macrophomina phaseolina 26.7 %
Inhibition of peroxidase activity in Macrophomina phaseoli at 0.25 times of IC50 concentration Macrophomina phaseolina -32.2 %
Inhibition of peroxidase activity in Macrophomina phaseoli at 0.1 times of IC50 concentration Macrophomina phaseolina -39.0 %
Inhibition of peroxidase activity in Fusarium culmorum at 2 times of IC50 concentration Fusarium culmorum 69.2 %
Inhibition of peroxidase activity in Fusarium culmorum Fusarium culmorum 49.9 ug.mL-1
Inhibition of peroxidase activity in Fusarium culmorum at 1 times of IC50 concentration Fusarium culmorum 60.1 %
Inhibition of peroxidase activity in Fusarium culmorum at 0.5 times of IC50 concentration Fusarium culmorum 53.8 %
Inhibition of peroxidase activity in Fusarium culmorum at 0.25 times of IC50 concentration Fusarium culmorum 26.2 %
Inhibition of peroxidase activity in Fusarium culmorum at 0.1 times of IC50 concentration Fusarium culmorum 7.5 %
Activation of polyphenoloxidase activity in Pythium debaryanum Pythium debaryanum 35.1 ug ml-1
Inhibition of polyphenoloxidase activity in Macrophomina phaseoli Macrophomina phaseolina 117.1 ug.mL-1
Inhibition of polyphenoloxidase activity in Rhizoctonia solani Rhizoctonia solani 80.3 ug.mL-1
Inhibition of polyphenoloxidase activity in Fusarium culmorum Fusarium culmorum 87.6 ug.mL-1
Fungicidal activity against Fusarium culmorum assessed as inhibition of hyphal growth by radial growth test Fusarium culmorum 67.4 ug.mL-1
Fungicidal activity against Pythium debaryanum assessed as inhibition of hyphal growth by radial growth test Pythium debaryanum 17.7 ug.mL-1
Fungicidal activity against Rhizoctonia solani assessed as inhibition of hyphal growth by radial growth test Rhizoctonia solani 34.6 ug.mL-1
Fungicidal activity against Macrophomina phaseoli assessed as inhibition of hyphal growth by radial growth test Macrophomina phaseolina 96.0 ug.mL-1
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as total soluble sugar content per gram of dry hyphal at 1 times of IC50 concentration (Rvb = 20.1 +/- 0.8 mg/g of dry weight) Rhizoctonia solani 9.8 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as total soluble sugar content per gram of dry hyphal at 0.5 times of IC50 concentration (Rvb = 20.1 +/- 0.8 mg/g of dry weight) Rhizoctonia solani 19.1 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as total soluble sugar content per gram of dry hyphal at 0.25 times of IC50 concentration (Rvb = 20.1 +/- 0.8 mg/g of dry weight) Rhizoctonia solani 71.8 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as total soluble sugar content per gram of dry hyphal at 0.1 times of IC50 concentration (Rvb = 20.1 +/- 0.8 mg/g of dry weight) Rhizoctonia solani 58.4 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as non-reducing sugar content per gram of dry hyphal at 1 times of IC50 concentration (Rvb = 2.8 +/- 0.2 mg/g of dry weight) Rhizoctonia solani 2.2 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as non-reducing sugar content per gram of dry hyphal at 0.5 times of IC50 concentration (Rvb = 2.8 +/- 0.2 mg/g of dry weight) Rhizoctonia solani 3.1 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as non-reducing sugar content per gram of dry hyphal at 0.25 times of IC50 concentration (Rvb = 2.8 +/- 0.2 mg/g of dry weight) Rhizoctonia solani 11.4 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as non-reducing sugar content per gram of dry hyphal at 0.1 times of IC50 concentration (Rvb = 2.8 +/- 0.2 mg/g of dry weight) Rhizoctonia solani 14.1 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as reduced sugar content per gram of dry hyphal at 1 times of IC50 concentration (Rvb = 17.3 +/- 1 mg/g of dry weight) Rhizoctonia solani 7.7 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as reduced sugar content per gram of dry hyphal at 0.5 times of IC50 concentration (Rvb = 17.3 +/- 1 mg/g of dry weight) Rhizoctonia solani 16.0 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as reduced sugar content per gram of dry hyphal at 0.25 times of IC50 concentration (Rvb = 17.3 +/- 1 mg/g of dry weight) Rhizoctonia solani 60.3 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as reduced sugar content per gram of dry hyphal at 0.1 times of IC50 concentration (Rvb = 17.3 +/- 1 mg/g of dry weight) Rhizoctonia solani 44.3 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as total soluble sugar content per gram of dry hyphal at 1 times of IC50 concentration (Rvb = 19.3 +/- 0.7 mg/g of dry weight) Macrophomina phaseolina 7.1 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as total soluble sugar content per gram of dry hyphal at 0.5 times of IC50 concentration (Rvb = 19.3 +/- 0.7 mg/g of dry weight) Macrophomina phaseolina 4.3 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as total soluble sugar content per gram of dry hyphal at 0.25 times of IC50 concentration (Rvb = 19.3 +/- 0.7 mg/g of dry weight) Macrophomina phaseolina 9.7 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as total soluble sugar content per gram of dry hyphal at 0.1 times of IC50 concentration (Rvb = 19.3 +/- 0.7 mg/g of dry weight) Macrophomina phaseolina 8.7 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as non-reducing sugar content per gram of dry hyphal at 1 times of IC50 concentration (Rvb = 12 +/- 0.8 mg/g of dry weight) Macrophomina phaseolina 1.3 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as non-reducing sugar content per gram of dry hyphal at 0.5 times of IC50 concentration (Rvb = 12 +/- 0.8 mg/g of dry weight) Macrophomina phaseolina 1.4 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as non-reducing sugar content per gram of dry hyphal at 0.25 times of IC50 concentration (Rvb = 12 +/- 0.8 mg/g of dry weight) Macrophomina phaseolina 5.1 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as non-reducing sugar content per gram of dry hyphal at 0.1 times of IC50 concentration (Rvb = 12 +/- 0.8 mg/g of dry weight) Macrophomina phaseolina 2.4 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as reduced sugar content per gram of dry hyphal at 1 times of IC50 concentration (Rvb = 7.3 +/- 0.5 mg/g of dry weight) Macrophomina phaseolina 5.8 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as reduced sugar content per gram of dry hyphal at 0.5 times of IC50 concentration (Rvb = 7.3 +/- 0.5 mg/g of dry weight) Macrophomina phaseolina 2.9 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as reduced sugar content per gram of dry hyphal at 0.25 times of IC50 concentration (Rvb = 7.3 +/- 0.5 mg/g of dry weight) Macrophomina phaseolina 4.6 mg
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as reduced sugar content per gram of dry hyphal at 0.1 times of IC50 concentration (Rvb = 7.3 +/- 0.5 mg/g of dry weight) Macrophomina phaseolina 6.3 mg
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as DNA content at 2 times of IC50 concentration (Rvb = 24 +/- 0.7 mg/l) Rhizoctonia solani 27.0 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as DNA content at 1 times of IC50 concentration (Rvb = 24 +/- 0.7 mg/l) Rhizoctonia solani 30.9 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as DNA content at 0.5 times of IC50 concentration (Rvb = 24 +/- 0.7 mg/l) Rhizoctonia solani 29.6 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as DNA content at 0.25 times of IC50 concentration (Rvb = 24 +/- 0.7 mg/l) Rhizoctonia solani 28.9 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as DNA content at 0.1 times of IC50 concentration (Rvb = 24 +/- 0.7 mg/l) Rhizoctonia solani 28.3 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as RNA content at 2 times of IC50 concentration (Rvb = 25 +/- 0.7 mg/l) Rhizoctonia solani 28.0 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as RNA content at 1 times of IC50 concentration (Rvb = 25 +/- 0.7 mg/l) Rhizoctonia solani 32.2 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as RNA content at 0.5 times of IC50 concentration (Rvb = 25 +/- 0.7 mg/l) Rhizoctonia solani 30.8 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as RNA content at 0.25 times of IC50 concentration (Rvb = 25 +/- 0.7 mg/l) Rhizoctonia solani 30.0 mg/L
In vivo effect on peroxidase activity in Rhizoctonia solani assessed as RNA content at 0.1 times of IC50 concentration (Rvb = 25 +/- 0.7 mg/l) Rhizoctonia solani 29.4 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as DNA content at 2 times of IC50 concentration (Rvb = 31 +/- 0.8 mg/l) Pythium debaryanum 23.3 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as DNA content at 1 times of IC50 concentration (Rvb = 31 +/- 0.8 mg/l) Pythium debaryanum 29.4 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as DNA content at 0.5 times of IC50 concentration (Rvb = 31 +/- 0.8 mg/l) Pythium debaryanum 10.9 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as DNA content at 0.25 times of IC50 concentration (Rvb = 31 +/- 0.8 mg/l) Pythium debaryanum 19.1 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as DNA content at 0.1 times of IC50 concentration (Rvb = 31 +/- 0.8 mg/l) Pythium debaryanum 30.9 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as RNA content at 2 times of IC50 concentration (Rvb = 32.2 +/- 0.7 mg/l) Pythium debaryanum 24.2 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as RNA content at 1 times of IC50 concentration (Rvb = 32.2 +/- 0.7 mg/l) Pythium debaryanum 30.6 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as RNA content at 0.5 times of IC50 concentration (Rvb = 32.2 +/- 0.7 mg/l) Pythium debaryanum 11.4 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as RNA content at 0.25 times of IC50 concentration (Rvb = 32.2 +/- 0.7 mg/l) Pythium debaryanum 19.8 mg/L
In vivo effect on peroxidase activity in Pythium debaryanum assessed as RNA content at 0.1 times of IC50 concentration (Rvb = 32.2 +/- 0.7 mg/l) Pythium debaryanum 32.1 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as DNA content at 2 times of IC50 concentration (Rvb = 15.5 +/- 0.5 mg/l) Macrophomina phaseolina 5.7 mg/L
Invivo effect on peroxidase activity in Macrophomina phaseoli assessed as DNA content at 1 times of IC50 concentration (Rvb = 15.5 +/- 0.5 mg/l) Macrophomina phaseolina 6.1 mg/L

Cross References

Resources Reference
ChEMBL CHEMBL75756
FDA SRS MQD44HV3P1
PubChem 13698
SureChEMBL SCHEMBL341378
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