7-Ethyl-3-methyl-19-(4-methyl-5-oxooxolan-2-yl)-5,17-dioxa-13,15-diazapentacyclo[11.4.2.01,14.02,6.08,14]nonadecane-4,16-dione

Details

• Internal ID: 5d1163f8-814c-416a-9b7b-c036857280b5
• Taxonomy: Alkaloids and derivatives > Stemona alkaloids > Stemoamide-type alkaloids > Stichoneurine-type alkaloids
• IUPAC Name: 7-ethyl-3-methyl-19-(4-methyl-5-oxooxolan-2-yl)-5,17-dioxa-13,15-diazapentacyclo[11.4.2.01,14.02,6.08,14]nonadecane-4,16-dione
• SMILES (Canonical): CCC1C2CCCCN3C24C(CC3C5CC(C(=O)O5)C)(C6C1OC(=O)C6C)OC(=O)N4
• SMILES (Isomeric): CCC1C2CCCCN3C24C(CC3C5CC(C(=O)O5)C)(C6C1OC(=O)C6C)OC(=O)N4
• InChI: InChI=1S/C23H32N2O6/c1-4-13-14-7-5-6-8-25-15(16-9-11(2)19(26)29-16)10-22(23(14,25)24-21(28)31-22)17-12(3)20(27)30-18(13)17/h11-18H,4-10H2,1-3H3,(H,24,28)
• InChI Key: ZRPFHBLJEQEGMA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂N₂O₆
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.22603674 g/mol
• Topological Polar Surface Area (TPSA): 94.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9712	97.12%
Caco-2	+	0.5212	52.12%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4826	48.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.7997	79.97%
P-glycoprotein inhibitior	+	0.5850	58.50%
P-glycoprotein substrate	+	0.6936	69.36%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.8161	81.61%
CYP2C19 inhibition	-	0.7752	77.52%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.7428	74.28%
CYP2C8 inhibition	-	0.6388	63.88%
CYP inhibitory promiscuity	-	0.7804	78.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6104	61.04%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9701	97.01%
Skin irritation	-	0.7916	79.16%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7365	73.65%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6901	69.01%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5720	57.20%
Acute Oral Toxicity (c)	III	0.5928	59.28%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.7504	75.04%
Thyroid receptor binding	+	0.6169	61.69%
Glucocorticoid receptor binding	+	0.6786	67.86%
Aromatase binding	+	0.6818	68.18%
PPAR gamma	+	0.5992	59.92%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9266	92.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.17%	97.09%
CHEMBL204	P00734	Thrombin	95.77%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.46%	96.38%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.20%	94.66%
CHEMBL237	P41145	Kappa opioid receptor	91.24%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.03%	92.94%
CHEMBL3012	Q13946	Phosphodiesterase 7A	88.99%	99.29%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.34%	93.04%
CHEMBL228	P31645	Serotonin transporter	87.73%	95.51%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.67%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.64%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.15%	93.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.72%	93.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.80%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.73%	94.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.28%	92.50%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.18%	91.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.13%	93.40%
CHEMBL4072	P07858	Cathepsin B	82.49%	93.67%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.38%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.55%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.52%	96.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.42%	94.78%
CHEMBL255	P29275	Adenosine A2b receptor	80.86%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.71%	90.08%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.62%	97.28%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.39%	95.83%

Plants that contains it

• Stemona sessilifolia

Cross-Links

• PubChem: 162932033
• LOTUS: LTS0229578
• wikiData: Q105382150