3,15,16-Trimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9(17),13,15-heptaene

Details

• Internal ID: ce99cf8c-b64b-4546-bc4a-ef3090d7d1e7
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 3,15,16-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9(17),13,15-heptaene
• InChI: InChI=1S/C20H21NO3/c1-21-9-8-13-11-16(23-3)20(24-4)19-17(13)14(21)10-12-6-5-7-15(22-2)18(12)19/h5-7,10-11H,8-9H2,1-4H3
• InChI Key: GWANSGGBJLHALI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.40 g/mol
• Exact Mass: 323.15214353 g/mol
• Topological Polar Surface Area (TPSA): 30.90 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• 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	+	0.9745	97.45%
Caco-2	+	0.9370	93.70%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5102	51.02%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7290	72.90%
P-glycoprotein inhibitior	-	0.5901	59.01%
P-glycoprotein substrate	-	0.6345	63.45%
CYP3A4 substrate	+	0.5695	56.95%
CYP2C9 substrate	+	0.7753	77.53%
CYP2D6 substrate	+	0.7550	75.50%
CYP3A4 inhibition	+	0.5829	58.29%
CYP2C9 inhibition	+	0.5543	55.43%
CYP2C19 inhibition	+	0.6330	63.30%
CYP2D6 inhibition	+	0.8484	84.84%
CYP1A2 inhibition	+	0.9384	93.84%
CYP2C8 inhibition	-	0.6871	68.71%
CYP inhibitory promiscuity	-	0.8016	80.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8910	89.10%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.6346	63.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7818	78.18%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8930	89.30%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8016	80.16%
Acute Oral Toxicity (c)	III	0.7349	73.49%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.6680	66.80%
Thyroid receptor binding	+	0.6549	65.49%
Glucocorticoid receptor binding	+	0.8059	80.59%
Aromatase binding	+	0.7122	71.22%
PPAR gamma	-	0.4885	48.85%
Honey bee toxicity	-	0.9369	93.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8100	81.00%
Fish aquatic toxicity	+	0.7322	73.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.76%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	90.42%	91.00%
CHEMBL2535	P11166	Glucose transporter	88.92%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	87.84%	92.98%
CHEMBL217	P14416	Dopamine D2 receptor	86.89%	95.62%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.84%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.13%	94.03%
CHEMBL5747	Q92793	CREB-binding protein	85.06%	95.12%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	83.50%	96.42%
CHEMBL4208	P20618	Proteasome component C5	81.52%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.61%	96.67%

Plants that contains it

• Papaver orientale

Cross-Links

• PubChem: 86250813
• LOTUS: LTS0113426
• wikiData: Q105022131