4,5,15-Trimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9,11,13(17),14-octaen-16-one

Details

• Internal ID: 69841585-bde7-4d22-9ca3-e827ae87d627
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 4,5,15-trimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9,11,13(17),14-octaen-16-one
• SMILES (Canonical): COC1=CC2=C3C(=NC=C2)C=C4C=C(C(=CC4=C3C1=O)OC)OC
• SMILES (Isomeric): COC1=CC2=C3C(=NC=C2)C=C4C=C(C(=CC4=C3C1=O)OC)OC
• InChI: InChI=1S/C19H15NO4/c1-22-14-8-11-6-13-17-10(4-5-20-13)7-16(24-3)19(21)18(17)12(11)9-15(14)23-2/h4-9H,1-3H3
• InChI Key: XHCICOLGLYLOAA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₅NO₄
• Molecular Weight: 321.30 g/mol
• Exact Mass: 321.10010796 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 5
• 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	+	0.9969	99.69%
Caco-2	+	0.8893	88.93%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4095	40.95%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9392	93.92%
OATP1B3 inhibitior	+	0.9801	98.01%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6980	69.80%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5061	50.61%
CYP3A4 substrate	+	0.5166	51.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	+	0.9009	90.09%
CYP2C9 inhibition	-	0.7601	76.01%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.5823	58.23%
CYP1A2 inhibition	+	0.9050	90.50%
CYP2C8 inhibition	+	0.7820	78.20%
CYP inhibitory promiscuity	+	0.9010	90.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9710	97.10%
Carcinogenicity (trinary)	Non-required	0.5184	51.84%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.6510	65.10%
Skin irritation	-	0.8150	81.50%
Skin corrosion	-	0.9842	98.42%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4357	43.57%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9185	91.85%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5750	57.50%
Acute Oral Toxicity (c)	II	0.5627	56.27%
Estrogen receptor binding	+	0.9117	91.17%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.8408	84.08%
Glucocorticoid receptor binding	+	0.9195	91.95%
Aromatase binding	+	0.8257	82.57%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8435	84.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.99%	85.14%
CHEMBL2535	P11166	Glucose transporter	95.07%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.19%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	91.96%	92.38%
CHEMBL1951	P21397	Monoamine oxidase A	91.91%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.41%	96.00%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	88.87%	86.79%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.78%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	88.03%	95.39%
CHEMBL3524	P56524	Histone deacetylase 4	87.88%	92.97%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	87.03%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.18%	94.03%
CHEMBL2581	P07339	Cathepsin D	83.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.39%	96.90%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.65%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.41%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.25%	96.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.06%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	82.02%	90.20%
CHEMBL290	Q13370	Phosphodiesterase 3B	81.75%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.16%	90.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.04%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%
CHEMBL5747	Q92793	CREB-binding protein	80.93%	95.12%
CHEMBL3401	O75469	Pregnane X receptor	80.09%	94.73%

Plants that contains it

• Corydalis paniculigera
• Corydalis stricta

Cross-Links

• PubChem: 21609480
• LOTUS: LTS0139987
• wikiData: Q105328014