N,N'-(3,3'-(HEXANE-1,6-DIYL)BIS(1-((6-CHLOROPYRIDIN-3-YL)METHYL)IMIDAZOLIDIN-3-YL-2-YLIDENE))DINITRAMIDE


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 ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	RYYRNTOJTBSRIT-HCTXVGCHSA-N
Smiles	[O-][N+](=O)\N=C\1/N(CCCCCCN2CCN(Cc3ccc(Cl)nc3)/C/2=N/[N+](=O)[O-])CCN1Cc4ccc(Cl)nc4
InChI	InChI=1S/C24H30Cl2N10O4/c25-21-7-5-19(15-27-21)17-33-13-11-31(23(33)29-35(37)38)9-3-1-2-4-10-32-12-14-34(24(32)30-36(39)40)18-20-6-8-22(26)28-16-20/h5-8,15-16H,1-4,9-14,17-18H2/b29-23+,30-24+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C24H30Cl2N10O4
Molecular Weight	593.47
AlogP	7.71
Hydrogen Bond Acceptor	12.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	13.0
Polar Surface Area	155.1
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	40.0

Assay Description	Organism	Bioactivity
Octanol-water partition coefficient, log P of the compound	None	4.97
Insecticidal activity against Nilaparvata lugens (brown plant hoppers) in rice seedlings root dipped in compound assessed as mortality at 100 mg/l measured after 14 days of drench application by systemic insecticidal activity assay	Nilaparvata lugens	None
Insecticidal activity against Nilaparvata lugens (brown planthoppers) in rice seedlings root dipped in compound assessed as mortality at 100 mg/l measured after 7 days of drench application by systemic insecticidal activity assay	Nilaparvata lugens	None
Insecticidal activity against Nilaparvata lugens (brown planthoppers) in rice seedlings root dipped in compound assessed as mortality at 100 mg/l measured after 3 days of drench application by systemic insecticidal activity assay	Nilaparvata lugens	None
Insecticidal activity against Plutella xylostella (diamondback moth) in compound treated cabbage leaves assessed as mortality at 10 mg/l measured on day 3 after foliar treatment by residual insecticidal activity assay	Plutella xylostella	None
Insecticidal activity against Myzus persicae (green peach aphid) in compound treated chinese cabbage leaves assessed as mortality at 10 mg/l measured on day 3 after foliar treatment by residual insecticidal activity assay	Myzus persicae	None
Insecticidal activity against Nilaparvata lugens (brown planthopper) in rice seedlings assessed as mortality measured on day 3 after foliar treatment by residual insecticidal activity assay	Nilaparvata lugens	None
Insecticidal activity against Spodoptera litura in compound treated chinese cabbage leaves assessed as mortality after foliar dipping at 10 mg/l at 25 degC measured after 120 hr	Spodoptera litura	27.0 %
Insecticidal activity against Spodoptera litura in compound treated chinese cabbage leaves assessed as mortality after foliar dipping at 100 mg/l at 25 degC measured after 120 hr	Spodoptera litura	83.0 %
Insecticidal activity against Myzus persicae (green peach aphid) in compound treated chinese cabbage leaves assessed as mortality after foliar dipping at 10 mg/l at 25 degC measured after 120 hr	Myzus persicae	10.0 %
Insecticidal activity against Myzus persicae (green peach aphid) in compound treated chinese cabbage leaves assessed as mortality after foliar dipping at 100 mg/l at 25 degC measured after 120 hr	Myzus persicae	23.0 %
Insecticidal activity against Periplaneta americana (American cockroach) assessed as changes in frequency of firing in nerve cords in nerve preparation measured for every 30 secs immediately after treatment at 3x10'-6 M by electrophysiological method	Periplaneta americana	None
Insecticidal activity against Periplaneta americana (American cockroach) assessed as changes in frequency of firing in nerve cords in nerve preparation measured for every 30 secs immediately after treatment at 9x10'-7 M by electrophysiological method	Periplaneta americana	None
Displacement of [3H]imidacloprid from Musca domestica (house fly)-head membrane nAChR relative to N,N'-(3,3'-(hexane-1,6-diyl)bis(1-((6-chloropyridin-3-yl)methyl)imidazolidin-3-yl-2-ylidene))dinitramide	Musca domestica	None
Displacement of [3H]imidacloprid from Musca domestica (house fly)-head membrane nAChR	Musca domestica	3100.0 nM
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr in presence of 50 ug piperonyl butoxide oxidative metabolism inhibitor and 50 ug propargyl propyl benzenephosphonate inhibitor of hydrolytic measured per insect relative to compound alone	Periplaneta americana	8.0
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr in presence of 50 ug propargyl propyl benzenephosphonate inhibitor of hydrolytic metabolism of tetramethrin pyrethroid measured per insect relative to compound alone	Periplaneta americana	10.0
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr in presence of 50 ug piperonyl butoxide oxidative metabolism inhibitor measured per insect relative to compound alone	Periplaneta americana	4.0
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr in presence of 50 ug piperonyl butoxide oxidative metabolism inhibitor and 50 ug propargyl propyl benzenephosphonate inhibitor of hydrolytic measured per insect	Periplaneta americana	0.29 nmol
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr in presence of 50 ug propargyl propyl benzenephosphonate inhibitor of hydrolytic metabolism of tetramethrin pyrethroid measured per insect	Periplaneta americana	0.22 nmol
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr in presence of 50 ug piperonyl butoxide oxidative metabolism inhibitor measured per insect	Periplaneta americana	0.58 nmol
Insecticidal activity against Periplaneta americana (American cockroach) assessed as killing compound injected into abdomen of cockroach after 24 hr measured per insect	Periplaneta americana	2.2 nmol

Cross References

Resources	Reference
ChEMBL	CHEMBL2271613
PubChem	76308814
SureChEMBL	SCHEMBL5193978

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