15,16-Dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene

Details

• Internal ID: ecef77bb-b69c-4e43-9dfd-aa49fa5a86eb
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3=C4C(C2)NCCC4=CC5=C3OCO5)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3=C4C(C2)NCCC4=CC5=C3OCO5)OC
• InChI: InChI=1S/C19H19NO4/c1-21-14-4-3-11-12(18(14)22-2)8-13-16-10(5-6-20-13)7-15-19(17(11)16)24-9-23-15/h3-4,7,13,20H,5-6,8-9H2,1-2H3
• InChI Key: XFPWXKCXZXFMGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 49.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9681	96.81%
Caco-2	+	0.9025	90.25%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4195	41.95%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6560	65.60%
P-glycoprotein inhibitior	-	0.6379	63.79%
P-glycoprotein substrate	-	0.6036	60.36%
CYP3A4 substrate	+	0.6067	60.67%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	+	0.6636	66.36%
CYP3A4 inhibition	+	0.7331	73.31%
CYP2C9 inhibition	-	0.7831	78.31%
CYP2C19 inhibition	+	0.5694	56.94%
CYP2D6 inhibition	+	0.6373	63.73%
CYP1A2 inhibition	+	0.7987	79.87%
CYP2C8 inhibition	+	0.4853	48.53%
CYP inhibitory promiscuity	+	0.7804	78.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9431	94.31%
Skin irritation	-	0.7198	71.98%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8021	80.21%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6871	68.71%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	+	0.7779	77.79%
Androgen receptor binding	+	0.5721	57.21%
Thyroid receptor binding	+	0.7693	76.93%
Glucocorticoid receptor binding	+	0.8015	80.15%
Aromatase binding	-	0.5544	55.44%
PPAR gamma	+	0.8352	83.52%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6527	65.27%

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	96.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.77%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.13%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.67%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.24%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.64%	82.67%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.34%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.28%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.80%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.72%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.07%	95.78%
CHEMBL3438	Q05513	Protein kinase C zeta	87.72%	88.48%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.39%	96.21%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.49%	80.96%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.04%	96.86%
CHEMBL5747	Q92793	CREB-binding protein	84.93%	95.12%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.54%	93.99%
CHEMBL2056	P21728	Dopamine D1 receptor	84.48%	91.00%
CHEMBL4208	P20618	Proteasome component C5	84.28%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.27%	89.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.68%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.48%	89.62%
CHEMBL240	Q12809	HERG	82.12%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.31%	99.17%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.23%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.56%	97.31%

Plants that contains it

• Fissistigma glaucescens

Cross-Links

• PubChem: 13996836
• LOTUS: LTS0240582
• wikiData: Q105327169