(3S,6S)-3-(4-HYDROXY-BENZYL)-HEXAHYDRO-PYRROLO[1,2-A]PYRAZINE-1,4-DIONE


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	LSGOTAXPWMCUCK-RYUDHWBXSA-N
Smiles	Oc1ccc(C[C@@H]2NC(=O)[C@@H]3CCCN3C2=O)cc1
InChI	InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C14H16N2O3
Molecular Weight	260.29
AlogP	0.72
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	2.0
Polar Surface Area	69.64
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	19.0

Assay Description	Organism	Bioactivity
Potentiation of 1000 ppm Bacillus thuringiensis-induced pathogenicity against Plutella xylostella (diamondback moth) fourth-instar larvae at 10000 ppm measured 48 hr post compound treatment	Plutella xylostella	None
Insecticidal activity against Plutella xylostella (diamondback moth) fourth-instar larvae fed on cabbage leaves soaked in compound solutions measured 48 hr post compound treatment by leaf-dipping method	Plutella xylostella	5948.7 ppm
Inhibition of immune responses in Spodoptera exigua fifth-instar larvae assessed as inhibition of hemocytic nodulation in response to Escherichia coli challenge by stereomicroscopy	Spodoptera exigua	37710.0 nM
Inhibition of phenoloxidase activity in hemolymph of Spodoptera exigua fifth-instar larvae using DOPA substrate	Spodoptera exigua	None	Inhibition of phenoloxidase activity in hemolymph of Spodoptera exigua fifth-instar larvae using DOPA substrate	Spodoptera exigua	42480.0 nM
Inhibition of PLA2 in hemocytes of Spodoptera exigua fifth-instar larvae using pyrene-labeled phospholipid substrate by spectrofluorometry	Spodoptera exigua	None	Inhibition of PLA2 in hemocytes of Spodoptera exigua fifth-instar larvae using pyrene-labeled phospholipid substrate by spectrofluorometry	Spodoptera exigua	47790.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL359788
PDB	TYP
PubChem	119404
SureChEMBL	SCHEMBL12035399
ZINC	ZINC01629943

CONTENTS


PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains. Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).