methyl (8-oxo-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocin-3(4H)-yl)acetate

Details

• Internal ID: b12e241a-7234-42d6-a429-3a91a8c03be6
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: methyl 2-(6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-11-yl)acetate
• InChI: InChI=1S/C14H18N2O3/c1-19-14(18)9-15-6-10-5-11(8-15)12-3-2-4-13(17)16(12)7-10/h2-4,10-11H,5-9H2,1H3
• InChI Key: ZKPHYUDUHAIMCK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈N₂O₃
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.13174244 g/mol
• Topological Polar Surface Area (TPSA): 49.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• AKOS021825299
• methyl (8-oxo-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocin-3(4H)-yl)acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.8046	80.46%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7336	73.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	+	0.5967	59.67%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8206	82.06%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	+	0.5264	52.64%
CYP3A4 substrate	+	0.5996	59.96%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7406	74.06%
CYP3A4 inhibition	-	0.6723	67.23%
CYP2C9 inhibition	-	0.7472	74.72%
CYP2C19 inhibition	-	0.5198	51.98%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.6417	64.17%
CYP2C8 inhibition	-	0.8932	89.32%
CYP inhibitory promiscuity	+	0.6627	66.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6481	64.81%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.8336	83.36%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7373	73.73%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5047	50.47%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6073	60.73%
Acute Oral Toxicity (c)	III	0.7629	76.29%
Estrogen receptor binding	-	0.6456	64.56%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6112	61.12%
Glucocorticoid receptor binding	+	0.6535	65.35%
Aromatase binding	-	0.7019	70.19%
PPAR gamma	-	0.5639	56.39%
Honey bee toxicity	-	0.9485	94.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	98.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.32%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.06%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	86.10%	98.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.82%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.51%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.76%	99.23%

Plants that contains it

• Sophora koreensis

Cross-Links

• PubChem: 4678523
• LOTUS: LTS0200855
• wikiData: Q105378616