NICOTYRINE

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Search structure


Synonyms	Beta-Nicotyrine
UNII	XN4R1LH79Y
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	RYFOJXFXERAMLS-UHFFFAOYSA-N
Smiles	Cn1cccc1c2cccnc2
InChI	InChI=1S/C10H10N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2-8H,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C10H10N2
Molecular Weight	158.2
AlogP	1.79
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	1.0
Polar Surface Area	17.82
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	12.0

Assay Description	Organism	Bioactivity	Reference
Disocciation constant, pKa of the compound at 37 degC	None	4.5
Displacement of [3H]alpha-bungarotoxin from nAChR in honeybee head membrane after 60 min by scintillation counting	Apis mellifera	1000000.0 nM
Displacement of [3H]alpha-bungarotoxin from nAChR in Musca domestica (house fly) head membrane after 60 min by scintillation counting	Musca domestica	1000000.0 nM
Inhibition of Musca domestica (house fly) acetylcholinesterase	Musca domestica	2300000.0 nM
Disocciation constant, pKa of the compound at 25 degC	None	4.7
Insecticidal activity against Musca domestica (house fly) assessed as mortality relative to nicotine	Musca domestica	0.18
Displacement of [3H]alpha-BGT from nAChR in Apis mellifera (honeybee) head at 1000 uM	Apis mellifera	1.5 %
Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs at 1000 uM	Torpedo nobiliana	2.55 %
Displacement of [3H]nicotine from nAChR in Sprague-Dawley Rattus norvegicus (rat) whole brain homogenates at 1000 uM	Rattus norvegicus	15.6 %
Displacement of [3H]alpha-BGT from nAChR in Apis mellifera (honeybee) head	Apis mellifera	1000000.0 nM
Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs	Torpedo nobiliana	1000000.0 nM
Displacement of [3H]nicotine from nAChR in Sprague-Dawley Rattus norvegicus (rat) whole brain homogenates	Rattus norvegicus	1000000.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL1522291
FDA SRS	XN4R1LH79Y
SureChEMBL	SCHEMBL2996756
ZINC	ZINC00899046

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).