(-)-Epibatidine-L-tartrate

Details

• Internal ID: e03a068f-2e2f-46bd-ba87-42dcdc4b125d
• Taxonomy: Alkaloids and derivatives > Epibatidine analogues
• IUPAC Name: 2-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane
• InChI: InChI=1S/C11H13ClN2/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8/h1,4,6,8-10,14H,2-3,5H2
• InChI Key: NLPRAJRHRHZCQQ-UHFFFAOYSA-N
• Popularity: 541 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃ClN₂
• Molecular Weight: 208.69 g/mol
• Exact Mass: 208.0767261 g/mol
• Topological Polar Surface Area (TPSA): 24.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• RefChem:390963
• 633-970-4
• (+/-)-Epibatidine
• 148152-66-3
• CHEMBL6623
• ()-Epibatidine
• (-)-Epibatidine
• 7-AZABICYCLO[2.2.1]HEPTANE, 2-(6-CHLORO-3-PYRIDINYL)-, (1R,2R,4S)-REL-
• [3H]EPIBATIDINE
• SR-01000597620
• [125I]EPIBATIDINE
• CMI 545
• Epibadidine
• Epibatidine-(+)
• Epibatidine-(-)
• 152378-30-8
• epibatidine (+/-)
• Epibatidine, (+/-)
• 208/210 Epibatidine
• 2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• BSPBio_001263
• KBioGR_000603
• KBioSS_000603
• (R)-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• SCHEMBL316978
• rac-(2R)-2-(6-chloropyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• GTPL3976
• GTPL3977
• (2R)-2-(6-chloropyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane hydrochloride
• 2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane (epibatidine)
• 2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane(+/-) epibatidine
• SCHEMBL29390446
• CHEBI:91678
• KBio2_000603
• KBio2_003171
• KBio2_005739
• KBio3_001065
• KBio3_001066
• Bio2_000462
• Bio2_000942
• HMS1362O05
• HMS1792O05
• HMS1990O05
• HMS3403O05
• BDBM50049757
• EX-A15236
• AKOS023808322
• CCG-208204
• IDI1_002217
• NCGC00024730-02
• NCGC00024730-03
• NCGC00024730-04
• NCGC00024730-05
• DB-042507
• SR-01000597620-1
• SR-01000597620-3
• BRD-A39268308-001-02-0
• Q27077200
• Q27163500
• 2-(6-chloropyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• 3-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane
• ()-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• (+)-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• (-)-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• 2-(6-Chloro-pyridin-3-yl)-7-azonia-bicyclo[2.2.1]heptane
• exo-2-(6-chloropyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• (2R,4S)-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• (2R,4S)-2-(6-chloropyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• 2-(6-Chloro-pyridin-3-yl)-5-methyl-7-aza-bicyclo[2.2.1]heptane
• (R)-2-(6-Chloro-pyridin-3-yl)-7-methyl-7-aza-bicyclo[2.2.1]heptane
• 2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane(Epibatidine)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7330	73.30%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5697	56.97%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.9526	95.26%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9112	91.12%
P-glycoprotein inhibitior	-	0.9819	98.19%
P-glycoprotein substrate	-	0.8679	86.79%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	-	0.6206	62.06%
CYP2D6 substrate	+	0.4085	40.85%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.7682	76.82%
CYP2C8 inhibition	-	0.5632	56.32%
CYP inhibitory promiscuity	+	0.6843	68.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7818	78.18%
Carcinogenicity (trinary)	Non-required	0.7826	78.26%
Eye corrosion	-	0.9561	95.61%
Eye irritation	-	0.9434	94.34%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.8151	81.51%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.8025	80.25%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5981	59.81%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	-	0.6802	68.02%
Androgen receptor binding	-	0.7960	79.60%
Thyroid receptor binding	-	0.5956	59.56%
Glucocorticoid receptor binding	-	0.5176	51.76%
Aromatase binding	-	0.5727	57.27%
PPAR gamma	-	0.5798	57.98%
Honey bee toxicity	-	0.6871	68.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.7595	75.95%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	0.053 nM	EC50	via Super-PRED
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	1.06 nM; 22 nM; 39.81 nM	Kd; Ki; EC50	via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL3068	P32297	Neuronal acetylcholine receptor subunit alpha-3	7 nM	EC50	via Super-PRED
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	0.15 nM; 0.15 nM	Ki; Ki	via Super-PRED; via Super-PRED
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	0.0088 nM; 0.03 nM; 0.026 nM	EC50; Kd; Ki	via Super-PRED; via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	98.44%	97.09%
CHEMBL238	Q01959	Dopamine transporter	93.96%	95.88%
CHEMBL222	P23975	Norepinephrine transporter	93.68%	96.06%
CHEMBL2243	O00519	Anandamide amidohydrolase	93.65%	97.53%
CHEMBL228	P31645	Serotonin transporter	93.15%	95.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.98%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.69%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	85.84%	92.97%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.18%	94.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.79%	95.78%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.06%	89.44%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.75%	91.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.01%	100.00%
CHEMBL3553	P29597	Tyrosine-protein kinase TYK2	80.95%	97.09%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	80.25%	88.84%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 1204
• LOTUS: LTS0030789
• wikiData: Q99157995