7,15,16-Trimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),9,11,14(19),15,17-octaen-13-one

Details

• Internal ID: 496907ff-4ce6-45b4-b532-c3d3d3d2e90d
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 7,15,16-trimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),9,11,14(19),15,17-octaen-13-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3=C4C(=C(C5=C3C(=NC=C5)C2=O)OC)OCO4)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3=C4C(=C(C5=C3C(=NC=C5)C2=O)OC)OCO4)OC
• InChI: InChI=1S/C20H15NO6/c1-23-11-5-4-9-13-12-10(17(24-2)20-19(13)26-8-27-20)6-7-21-15(12)16(22)14(9)18(11)25-3/h4-7H,8H2,1-3H3
• InChI Key: OXTBPFZMVPGVIV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₅NO₆
• Molecular Weight: 365.30 g/mol
• Exact Mass: 365.08993720 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	+	0.8633	86.33%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5384	53.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9558	95.58%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6473	64.73%
P-glycoprotein inhibitior	-	0.5070	50.70%
P-glycoprotein substrate	-	0.7145	71.45%
CYP3A4 substrate	+	0.5895	58.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7999	79.99%
CYP3A4 inhibition	+	0.8999	89.99%
CYP2C9 inhibition	-	0.6326	63.26%
CYP2C19 inhibition	+	0.7898	78.98%
CYP2D6 inhibition	-	0.7215	72.15%
CYP1A2 inhibition	+	0.8731	87.31%
CYP2C8 inhibition	+	0.4465	44.65%
CYP inhibitory promiscuity	+	0.9259	92.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.5502	55.02%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	+	0.6682	66.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6849	68.49%
Micronuclear	+	0.7174	71.74%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5427	54.27%
Acute Oral Toxicity (c)	III	0.5545	55.45%
Estrogen receptor binding	+	0.8974	89.74%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.8005	80.05%
Glucocorticoid receptor binding	+	0.9099	90.99%
Aromatase binding	+	0.7493	74.93%
PPAR gamma	+	0.7635	76.35%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6496	64.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.22%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.00%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	93.69%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.04%	96.77%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	93.01%	96.67%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.54%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.07%	82.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.44%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.15%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.12%	91.49%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.50%	93.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.30%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.89%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.76%	85.14%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.23%	80.96%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.61%	94.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.09%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.79%	89.62%
CHEMBL2535	P11166	Glucose transporter	80.56%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.52%	96.39%

Plants that contains it

• Fissistigma glaucescens

Cross-Links

• PubChem: 162894764
• LOTUS: LTS0057015
• wikiData: Q105202924