1-(3,4-Dihydro-5-(2R)-2-piperidinyl-1(2H)-pyridinyl)ethanone

Details

• Internal ID: e08f7f78-2a2f-474c-bcb8-d54ba9873b0c
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: 1-[5-[(2R)-piperidin-2-yl]-3,4-dihydro-2H-pyridin-1-yl]ethanone
• InChI: InChI=1S/C12H20N2O/c1-10(15)14-8-4-5-11(9-14)12-6-2-3-7-13-12/h9,12-13H,2-8H2,1H3/t12-/m1/s1
• InChI Key: APKLQIQRPUDADG-GFCCVEGCSA-N
• Popularity: 78 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀N₂O
• Molecular Weight: 208.30 g/mol
• Exact Mass: 208.157563266 g/mol
• Topological Polar Surface Area (TPSA): 32.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Spherocarpine
• 494-15-5
• Isoammodendrine
• Isoammodendrin
• CHEBI:2670
• 1-[5-[(2R)-piperidin-2-yl]-3,4-dihydro-2H-pyridin-1-yl]ethanone
• U0X8I482C7
• 1-acetyl-5-[(2R)-piperidin-2-yl]-1,2,3,4-tetrahydropyridine
• (R)-1-(5-(Piperidin-2-yl)-3,4-dihydropyridin-1(2H)-yl)ethan-1-one
• 1-{1,2,3,4-tetrahydro-5-[(2R)-piperidin-2-yl]pyridin-1-yl}ethanone
• UNII-U0X8I482C7
• D-Ammodendrine
• (+)-Ammodendrine
• CHEMBL464777
• DTXSID70964226
• AKOS030229934
• AT20210
• Q27105761
• 1-[5-(Piperidin-2-yl)-3,4-dihydropyridin-1(2H)-yl]ethan-1-one
• Pyridine, 1-acetyl-1,2,3,4-tetrahydro-5-(2-piperidinyl)-, (R)-
• Pyridine, 1-acetyl-1,2,3,4-tetrahydro-5-(2R)-2-piperidinyl-
• 1-{5-[(2R)-piperidin-2-yl]-1,2,3,4-tetrahydropyridin-1-yl}ethan-1-one
• ETHANONE, 1-(3,4-DIHYDRO-5-(2R)-2-PIPERIDINYL-1(2H)-PYRIDINYL)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.7929	79.29%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5788	57.88%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9593	95.93%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8459	84.59%
P-glycoprotein inhibitior	-	0.9718	97.18%
P-glycoprotein substrate	-	0.7678	76.78%
CYP3A4 substrate	-	0.5561	55.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7310	73.10%
CYP3A4 inhibition	-	0.9461	94.61%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.7707	77.07%
CYP2D6 inhibition	-	0.8093	80.93%
CYP1A2 inhibition	-	0.7781	77.81%
CYP2C8 inhibition	-	0.9481	94.81%
CYP inhibitory promiscuity	-	0.7930	79.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9316	93.16%
Eye irritation	-	0.7607	76.07%
Skin irritation	-	0.7199	71.99%
Skin corrosion	-	0.8326	83.26%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7400	74.00%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	-	0.8787	87.87%
Androgen receptor binding	-	0.6868	68.68%
Thyroid receptor binding	-	0.7001	70.01%
Glucocorticoid receptor binding	-	0.6219	62.19%
Aromatase binding	-	0.8025	80.25%
PPAR gamma	-	0.6454	64.54%
Honey bee toxicity	-	0.9707	97.07%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.6548	65.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.59%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.60%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.51%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.74%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.94%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.71%	97.09%

Plants that contains it

• Adenocarpus hispanicus
• Ammodendron karelinii
• Anarthrophyllum elegans
• Calobota saharae
• Castilleja miniata
• Cytisophyllum sessilifolium
• Dichilus strictus
• Dicraeopetalum stipulare
• Genista cinerea
• Genista lobelii
• Genista pilosa
• Hesperolaburnum platycarpum
• Laburnum alpinum
• Lamprolobium fruticosum
• Liparia parva
• Liparia splendens
• Lotononis meyeri
• Lupinus albescens
• Lupinus albus
• Lupinus angustifolius
• Lupinus arboreus
• Lupinus arbustus
• Lupinus arcticus
• Lupinus argenteus
• Lupinus formosus
• Lupinus hintonii
• Lupinus kingii
• Lupinus linearis
• Lupinus mutabilis
• Lupinus pilosus
• Lupinus polyphyllus
• Lupinus pubescens
• Lupinus texensis
• Maackia amurensis
• Maackia tashiroi
• Melolobium stipulatum
• Pearsonia aristata
• Pearsonia obovata
• Pericopsis angolensis
• Petteria ramentacea
• Plagiocarpus axillaris
• Platycelyphium voense
• Retama sphaerocarpa
• Rothia hirsuta
• Rothia indica
• Sophora chrysophylla
• Sophora conollyi
• Sophora mollis
• Spartium junceum
• Stirtonanthus insignis
• Virgilia divaricata

Cross-Links

• PubChem: 442625
• LOTUS: LTS0084410
• wikiData: Q27105761