1-(6-CHLORO-3-PYRIDYLMETHYL)-7-METHYL-8-NITRO-1,2,3,5,6,7-HEXAHYDROIMIDAZO[1,2-A]PYRIDIN-5-OL

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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 SJFPJGQQUXJYPK-UHFFFAOYSA-N
Smiles CC1CC(O)N2CCN(Cc3ccc(Cl)nc3)C2=C1[N+](=O)[O-]
InChI
InChI=1S/C14H17ClN4O3/c1-9-6-12(20)18-5-4-17(14(18)13(9)19(21)22)8-10-2-3-11(15)16-7-10/h2-3,7,9,12,20H,4-6,8H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H17ClN4O3
Molecular Weight 324.76
AlogP 2.05
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 3.0
Polar Surface Area 85.42
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 22.0
Assay Description Organism Bioactivity Reference
Insecticidal activity against Aphis craccivora (cowpea aphid) assessed as mortality measured after 24 hr Aphis craccivora 97000.0 nM
Insecticidal activity against Aphis craccivora (cowpea aphid) assessed as mortality at 500 mg/l measured after 24 hr Aphis craccivora 90.0 %
Toxicity against first-instar nymph of Rhopalosiphum padi assessed as reduction in reproductive rate at 0.4 mg/l applied to roots measured after 16 days relative to control Rhopalosiphum padi None
Toxicity against first-instar nymph of Rhopalosiphum padi assessed as time until reproductive maturity at 0.4 mg/l applied to roots (Rvb = 6.6 +/- 0.52 days) Rhopalosiphum padi 8.39 day
Toxicity against first-instar nymph of Rhopalosiphum padi assessed as reduction in weight at 0.4 mg/l applied to roots measured after 7 days relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as bout duration of xylem ingestion at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 20.4 +/- 4.5 min) Rhopalosiphum padi 0.0 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as bout duration of phloem ingestion at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 277.2 +/- 30.8 min) Rhopalosiphum padi 0.0 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as bout duration of salivation into sieve elements at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 32.4 +/- 3 secs) Rhopalosiphum padi 0.0 s
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as reduction in xylem ingestion at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as reduction in occurrences of phloem ingestion at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as reduction in occurrences of salivation into sieve elements at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as total time of xylem ingestion at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 23.1 +/- 4.5 min) Rhopalosiphum padi 0.0 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as total time of phloem ingestion at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 296.4 +/- 39.3 min) Rhopalosiphum padi 0.0 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as total time of salivation into sieve elements at 2 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 35.4 +/- 6.8 secs) Rhopalosiphum padi 0.0 s
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as frequency of phloem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 2.85 +/- 0.18 Hz) Rhopalosiphum padi 1.96 Hz
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as frequency of xylem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 8.2 +/- 0.3 Hz) Rhopalosiphum padi 7.03 Hz
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as bout duration of xylem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 20.4 +/- 4.5 min) Rhopalosiphum padi 9.7 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as bout duration of phloem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 277.2 +/- 30.8 min) Rhopalosiphum padi 206.8 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as bout duration of salivation into sieve elements at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 32.4 +/- 3 secs) Rhopalosiphum padi 59.5 s
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as reduction in xylem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as reduction in occurrences of phloem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as reduction in occurrences of salivation into sieve elements at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis relative to control Rhopalosiphum padi None
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as total time of xylem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 23.1 +/- 4.5 min) Rhopalosiphum padi 10.4 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as total time of phloem ingestion at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 296.4 +/- 39.3 min) Rhopalosiphum padi 218.8 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as total time of salivation into sieve elements at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 35.4 +/- 6.8 secs) Rhopalosiphum padi 64.3 s
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as time taken for first xylem ingestion occurrence at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 145.5 +/- 27.1 min) Rhopalosiphum padi 141.5 min
Insecticidal activity against adult Rhopalosiphum padi infested wheat plant assessed as time taken for first phloem activity occurrence at 0.4 mg/l applied to the roots for 6 hr by electrical penetration graphical analysis (Rvb = 141.9 +/- 18.1 min) Rhopalosiphum padi 139.8 min
Toxicity against Rhopalosiphum padi infested wheat plant assessed as mortality at 1000 mg/l applied to upper plant for 1 min followed by basipetal transportation for 48 hr measured 48 hr after removal of upper plant parts relative to control Rhopalosiphum padi 59.9 %
Toxicity against Rhopalosiphum padi infested wheat plant assessed as mortality at 1000 mg/l applied to upper plant for 1 min followed by basipetal transportation for 48 hr measured 24 hr after removal of upper plant parts relative to control Rhopalosiphum padi 18.4 %
Toxicity against Rhopalosiphum padi infested wheat plant assessed as mortality at 1000 mg/l applied to upper plant for 1 min followed by basipetal transportation for 24 hr measured 48 hr after removal of upper plant parts relative to control Rhopalosiphum padi 33.2 %
Toxicity against Rhopalosiphum padi infested wheat plant assessed as mortality at 1000 mg/l applied to upper plant for 1 min followed by basipetal transportation for 24 hr measured 24 hr after removal of upper plant parts relative to control Rhopalosiphum padi 14.3 %
Toxicity against Rhopalosiphum padi infested wheat plant applied to the roots measured after 48 hr Rhopalosiphum padi 2.4 ug.mL-1 Toxicity against Rhopalosiphum padi infested wheat plant applied to the roots measured after 48 hr Rhopalosiphum padi 0.09 mg/L
Toxicity against Rhopalosiphum padi infested wheat plant applied to the roots measured after 24 hr Rhopalosiphum padi 23.4 ug.mL-1 Toxicity against Rhopalosiphum padi infested wheat plant applied to the roots measured after 24 hr Rhopalosiphum padi 0.4 mg/L
Contact toxicity against Rhopalosiphum padi infested wheat plant applied as spray measured after 24 hr Rhopalosiphum padi 2.45 ug.mL-1

Cross References

Resources Reference
ChEMBL CHEMBL507868
PubChem 16115460
SureChEMBL SCHEMBL174273
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