N'-Nitrosoanabasine

Details

• Internal ID: b023fca2-c04f-44ab-a643-eab804905858
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: 3-(1-nitrosopiperidin-2-yl)pyridine
• SMILES (Canonical): C1CCN(C(C1)C2=CN=CC=C2)N=O
• SMILES (Isomeric): C1CCN(C(C1)C2=CN=CC=C2)N=O
• InChI: InChI=1S/C10H13N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h3-4,6,8,10H,1-2,5,7H2
• InChI Key: BXYPVKMROLGXJI-UHFFFAOYSA-N
• Popularity: 69 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃N₃O
• Molecular Weight: 191.23 g/mol
• Exact Mass: 191.105862047 g/mol
• Topological Polar Surface Area (TPSA): 45.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• N'-Nitrosoanabasine
• 3-(1-nitrosopiperidin-2-yl)pyridine
• 1-Nitroso-2-(3-pyridyl)piperidine
• N-NITROSOANABASINE
• Nitrosoanabasine
• 3-(1-Nitroso-2-piperidinyl)pyridine
• (R,s)-n-nitrosoanabasine
• (R,S)-N-Nitroso Anabasine
• Y7VU5E9XAT
• Piperidine, 1-nitroso-2-(3-pyridyl)-
• 3-(1-Nitroso-2-piperidinyl)-pyridine
• (+-)-N-Nitrosoanabasine
• (+-)-1-Nitrosoanabasine
• (+-)-3-(1-Nitroso-2-piperidinyl)pyridine
• Pyridine, 3-(1-nitroso-2-piperidinyl)-; Piperidine, 1-nitroso-2-(3-pyridyl)- (6CI,7CI); 3-(1-Nitroso-2-piperidinyl)pyridine; (R,S)-N-Nitroso Anabasine; (RS)-N-Nitrosoanabasine
• Pyridine, 3-(1-nitroso-2-piperidinyl)-, (+-)-
• UNII-Y7VU5E9XAT
• SCHEMBL4538641
• DTXSID3021019
• CHEBI:82507
• N-NITROSOANABASINE, (RS)-
• AKOS006283714
• N-NITROSOANABASINE, (+/-)-
• N-Nitrosoanabasine, analytical standard
• (S)-N-Nitroso Anabasine, > 70% ee
• (S)-N-Nitroso Anabasine, > 98% ee
• 84237-39-8
• AS-61613
• PD159715
• Pyridine, 3-(1-nitroso-2-piperidinyl)-
• FT-0672936
• FT-0672937
• FT-0672938
• C19477
• EN300-8589027
• N-Nitrosoanabasine 100 microg/mL in Acetonitrile
• Q27156016
• Z1198156221

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.9353	93.53%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9658	96.58%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8367	83.67%
P-glycoprotein inhibitior	-	0.9871	98.71%
P-glycoprotein substrate	-	0.8984	89.84%
CYP3A4 substrate	-	0.6336	63.36%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.6650	66.50%
CYP3A4 inhibition	-	0.6126	61.26%
CYP2C9 inhibition	-	0.5270	52.70%
CYP2C19 inhibition	+	0.6952	69.52%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	+	0.5515	55.15%
CYP2C8 inhibition	-	0.7820	78.20%
CYP inhibitory promiscuity	+	0.7806	78.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Warning	0.5593	55.93%
Eye corrosion	-	0.9473	94.73%
Eye irritation	-	0.5431	54.31%
Skin irritation	-	0.6047	60.47%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	+	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.8574	85.74%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4816	48.16%
Acute Oral Toxicity (c)	III	0.5563	55.63%
Estrogen receptor binding	-	0.7909	79.09%
Androgen receptor binding	-	0.8475	84.75%
Thyroid receptor binding	-	0.7565	75.65%
Glucocorticoid receptor binding	-	0.7465	74.65%
Aromatase binding	-	0.6467	64.67%
PPAR gamma	-	0.7125	71.25%
Honey bee toxicity	-	0.9414	94.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.6473	64.73%

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	94.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.54%	98.95%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.14%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL1075145	P55072	Transitional endoplasmic reticulum ATPase	86.33%	98.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL308	P06493	Cyclin-dependent kinase 1	84.93%	91.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.75%	93.03%
CHEMBL2535	P11166	Glucose transporter	82.35%	98.75%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	82.34%	94.55%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.51%	86.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.72%	98.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.08%	99.18%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 14335
• LOTUS: LTS0187864
• wikiData: Q27156016