16-Methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(19),2(6),7,12(20),13,15,17-heptaene

Details

• Internal ID: f791ab9b-5695-4a8c-9eed-24b411ce2e60
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 16-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(19),2(6),7,12(20),13,15,17-heptaene
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C5C=CC(=CC5=CC1=C24)OC)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C5C=CC(=CC5=CC1=C24)OC)OCO3
• InChI: InChI=1S/C19H17NO3/c1-20-6-5-11-9-16-19(23-10-22-16)18-14-4-3-13(21-2)7-12(14)8-15(20)17(11)18/h3-4,7-9H,5-6,10H2,1-2H3
• InChI Key: WQKWRKGCEATEEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₃
• Molecular Weight: 307.30 g/mol
• Exact Mass: 307.12084340 g/mol
• Topological Polar Surface Area (TPSA): 30.90 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9723	97.23%
Caco-2	+	0.9441	94.41%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5220	52.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7363	73.63%
P-glycoprotein inhibitior	-	0.5075	50.75%
P-glycoprotein substrate	-	0.5992	59.92%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	+	0.5824	58.24%
CYP2D6 substrate	+	0.5951	59.51%
CYP3A4 inhibition	+	0.5873	58.73%
CYP2C9 inhibition	-	0.6861	68.61%
CYP2C19 inhibition	+	0.5672	56.72%
CYP2D6 inhibition	+	0.9226	92.26%
CYP1A2 inhibition	+	0.8389	83.89%
CYP2C8 inhibition	-	0.7647	76.47%
CYP inhibitory promiscuity	+	0.6388	63.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5768	57.68%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7596	75.96%
Acute Oral Toxicity (c)	III	0.6629	66.29%
Estrogen receptor binding	+	0.8877	88.77%
Androgen receptor binding	+	0.7938	79.38%
Thyroid receptor binding	+	0.6413	64.13%
Glucocorticoid receptor binding	+	0.7089	70.89%
Aromatase binding	+	0.6589	65.89%
PPAR gamma	+	0.6660	66.60%
Honey bee toxicity	-	0.8968	89.68%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.7426	74.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.96%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.50%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL240	Q12809	HERG	93.67%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.15%	92.62%
CHEMBL4208	P20618	Proteasome component C5	92.08%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.49%	100.00%
CHEMBL3438	Q05513	Protein kinase C zeta	86.47%	88.48%
CHEMBL2056	P21728	Dopamine D1 receptor	85.05%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.56%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.17%	80.96%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.10%	93.65%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.13%	90.95%
CHEMBL4581	P52732	Kinesin-like protein 1	82.90%	93.18%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.79%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	81.75%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.05%	95.78%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.80%	93.40%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.24%	96.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.13%	85.30%

Plants that contains it

• Liriodendron tulipifera

Cross-Links

• PubChem: 21769944
• LOTUS: LTS0038868
• wikiData: Q105310769