(1R,2R,9S,17R)-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one

Details

• Internal ID: f98f20c5-e73d-4780-a77e-3e41642792e1
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Matrine alkaloids
• IUPAC Name: (1R,2R,9S,17R)-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
• SMILES (Canonical): C1CC2C3CCC[NH+]4C3C(CCC4)CN2C(=O)C1
• SMILES (Isomeric): C1C[C@@H]2[C@H]3CCC[NH+]4[C@@H]3[C@@H](CCC4)CN2C(=O)C1
• InChI: InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/p+1/t11-,12+,13+,15+/m0/s1
• InChI Key: ZSBXGIUJOOQZMP-KYEXWDHISA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₅N₂O+
• Molecular Weight: 249.37 g/mol
• Exact Mass: 249.196688425 g/mol
• Topological Polar Surface Area (TPSA): 24.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	+	0.8266	82.66%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5079	50.79%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6531	65.31%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.8721	87.21%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6173	61.73%
CYP2D6 substrate	-	0.6855	68.55%
CYP3A4 inhibition	-	0.9861	98.61%
CYP2C9 inhibition	-	0.9531	95.31%
CYP2C19 inhibition	-	0.9170	91.70%
CYP2D6 inhibition	-	0.6932	69.32%
CYP1A2 inhibition	-	0.8020	80.20%
CYP2C8 inhibition	-	0.9377	93.77%
CYP inhibitory promiscuity	-	0.9491	94.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9377	93.77%
Eye irritation	+	0.6479	64.79%
Skin irritation	-	0.7355	73.55%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5327	53.27%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6588	65.88%
skin sensitisation	-	0.9064	90.64%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5986	59.86%
Acute Oral Toxicity (c)	III	0.6909	69.09%
Estrogen receptor binding	-	0.7649	76.49%
Androgen receptor binding	-	0.5663	56.63%
Thyroid receptor binding	-	0.7202	72.02%
Glucocorticoid receptor binding	-	0.6236	62.36%
Aromatase binding	-	0.8067	80.67%
PPAR gamma	-	0.7849	78.49%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.68%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	88.82%	97.05%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.44%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.06%	93.04%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.81%	95.58%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.67%	94.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.57%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.49%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	83.00%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.96%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.62%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.28%	97.25%
CHEMBL238	Q01959	Dopamine transporter	80.36%	95.88%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 7000680
• NPASS: NPC180406