4,15,16-Trimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,4,7,9(17),13,15-hexaene-3,6-dione

Details

• Internal ID: 200f174a-2a1e-4c54-8534-7a9e75059144
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 4,15,16-trimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,4,7,9(17),13,15-hexaene-3,6-dione
• SMILES (Canonical): COC1=CC(=O)C2=CC3=C4C(=CC(=C(C4=C2C1=O)OC)OC)CCN3
• SMILES (Isomeric): COC1=CC(=O)C2=CC3=C4C(=CC(=C(C4=C2C1=O)OC)OC)CCN3
• InChI: InChI=1S/C19H17NO5/c1-23-13-8-12(21)10-7-11-15-9(4-5-20-11)6-14(24-2)19(25-3)17(15)16(10)18(13)22/h6-8,20H,4-5H2,1-3H3
• InChI Key: BGOCEAPHTPYBEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₅
• Molecular Weight: 339.30 g/mol
• Exact Mass: 339.11067264 g/mol
• Topological Polar Surface Area (TPSA): 73.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.8011	80.11%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Nucleus	0.4161	41.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4556	45.56%
P-glycoprotein inhibitior	-	0.5570	55.70%
P-glycoprotein substrate	-	0.6274	62.74%
CYP3A4 substrate	+	0.5825	58.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3679	36.79%
CYP3A4 inhibition	+	0.6353	63.53%
CYP2C9 inhibition	-	0.7135	71.35%
CYP2C19 inhibition	-	0.7071	70.71%
CYP2D6 inhibition	-	0.8353	83.53%
CYP1A2 inhibition	+	0.7413	74.13%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6727	67.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6379	63.79%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8419	84.19%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3878	38.78%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4579	45.79%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	+	0.5582	55.82%
Thyroid receptor binding	+	0.5392	53.92%
Glucocorticoid receptor binding	+	0.8502	85.02%
Aromatase binding	+	0.6069	60.69%
PPAR gamma	+	0.6812	68.12%
Honey bee toxicity	-	0.7816	78.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.6853	68.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.62%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	92.83%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.03%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.69%	96.67%
CHEMBL2535	P11166	Glucose transporter	89.81%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.98%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.45%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.01%	85.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.58%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.82%	96.77%
CHEMBL255	P29275	Adenosine A2b receptor	83.32%	98.59%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.84%	91.03%
CHEMBL4208	P20618	Proteasome component C5	82.53%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.10%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.05%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.65%	92.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.42%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.17%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	80.07%	95.12%

Plants that contains it

• Hernandia sonora

Cross-Links

• PubChem: 10830917
• LOTUS: LTS0170298
• wikiData: Q104935661