Nicotine

Representations & DB's id
ChEBI:	CHEBI:17688
ChEMBL:	CHEMBL3
PubChem:	89594
IUPAC:	3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
Standard InChI:	InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
Standard InChI Key:	SNICXCGAKADSCV-JTQLQIEISA-N
SMILES:	CN1CCC[C@H]1c1cccnc1

Molecular propeties
AlogP:	1.85
Hydrogen bonds acceptors:	2
Hydrogen bonds donors:	0
Rotatable bonds:	1
Number of rings:	2
Molecular Weight:	162.12
Topological polar surface area:	16.1
Number of aromatic rings:	1
Fsp3:	0.5
Number of carbons:	10

Plant sources

Part of plant	Plant name	Ref.
Plant	Laurus nobilis
Plant	Ephedra intermedia

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
EC50	160000 nM	Acetylcholine receptor protein delta chain	P02718
IC50	245470.89 nM	HERG	Q12809
Ki	4400 nM	Cytochrome P450 2A6	P11509
Ki	7200 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Kd	1.06 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	6300 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
EC50	113000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
IC50	4100000 nM	Cytochrome P450 1A2	P05177
Ki	630 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	24000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	25118.86 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	12000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	10000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
EC50	1584.89 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
EC50	4700 nM	Neuronal acetylcholine receptor protein alpha-4 subunit	P43681
EC50	9400 nM	Neuronal acetylcholine receptor subunit alpha-3	P32297
IC50	244300 nM	HERG	Q12809
IC50	244299.74 nM	HERG	Q12809
EC50	6600 nM	Neuronal acetylcholine receptor protein alpha-4 subunit	P43681
EC50	91000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Others	101 %	Canalicular multispecific organic anion transporter 1	Q92887
IC50	245470.89 nM	HERG	Q12809
Others	-3.7 %	Solute carrier family 22 member 1	O15245
Ki	1000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
IC50	245470.89 nM	HERG	Q12809
IC50	579428.7 nM	Cytochrome P450 2A6	P11509
Ki	1023.29 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Potency	22387.2 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	28183.8 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	22387.2 nM	Microtubule-associated protein tau	P10636
Potency	145.8 nM	Dopamine D1 receptor	P21728
Potency	26679.5 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	79432.8 nM	Chromobox protein homolog 1	P83916
Ki	1000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	1000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Potency	47307.9 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	891.3 nM	Geminin	O75496
Potency	47307.9 nM	Interleukin-8	P10145
Potency	33491.5 nM	Nuclear receptor ROR-gamma	P51449
Others	-16.5 %	Solute carrier organic anion transporter family member 2B1	O94956
Others	11 %	Solute carrier organic anion transporter family member 1B3	Q9NPD5
Others	6.9 %	Solute carrier organic anion transporter family member 1B1	Q9Y6L6
Ki	3000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	3000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
IC50	45 nM	Neuronal acetylcholine receptor subunit alpha-3	P32297
IC50	21000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
IC50	21000 nM	Acetylcholine receptor protein alpha chain	P02708
Ki	3800 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
IC50	7600 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Ki	3000 nM	Neuronal acetylcholine receptor protein alpha-7 subunit	P36544
Others	-6.3 nanoampere	Equilibrative nucleoside transporter 4	Q7RTT9
Others	-75.7 nanoampere	Equilibrative nucleoside transporter 4	Q7RTT9
Ki	130000 nM	Cytochrome P450 2A6	P11509
Ki	72000 nM	Cytochrome P450 2A13	Q16696
Kd	470000 nM	Cytochrome P450 2A6	P11509
Kd	54000 nM	Cytochrome P450 2A13	Q16696

Nicotine

Representations & DB's id

Molecular propeties

Plant sources

In vitro data