16-Methoxy-11-methyl-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-13,18-diol

Details

• Internal ID: 9921a9a5-2843-4509-ba67-002d196c8634
• Taxonomy: Alkaloids and derivatives > Aporphines > Hydroxy-7-aporphines
• IUPAC Name: 16-methoxy-11-methyl-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-13,18-diol
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1C(C5=C4C(=CC(=C5)OC)O)O)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2C1C(C5=C4C(=CC(=C5)OC)O)O)OCO3
• InChI: InChI=1S/C19H19NO5/c1-20-4-3-9-5-13-19(25-8-24-13)16-14(9)17(20)18(22)11-6-10(23-2)7-12(21)15(11)16/h5-7,17-18,21-22H,3-4,8H2,1-2H3
• InChI Key: SOOJTMCFQOPUHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.12632271 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6802	68.02%
Caco-2	+	0.8196	81.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4274	42.74%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5293	52.93%
P-glycoprotein inhibitior	-	0.6965	69.65%
P-glycoprotein substrate	-	0.6771	67.71%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	+	0.6455	64.55%
CYP3A4 inhibition	-	0.8296	82.96%
CYP2C9 inhibition	-	0.7433	74.33%
CYP2C19 inhibition	-	0.5958	59.58%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.6637	66.37%
CYP2C8 inhibition	-	0.7263	72.63%
CYP inhibitory promiscuity	-	0.6255	62.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6046	60.46%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9856	98.56%
Skin irritation	-	0.7828	78.28%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5688	56.88%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7083	70.83%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.6886	68.86%
Estrogen receptor binding	-	0.5466	54.66%
Androgen receptor binding	-	0.5064	50.64%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.8067	80.67%
Aromatase binding	-	0.5575	55.75%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.4281	42.81%

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	98.90%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.49%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.75%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.22%	85.14%
CHEMBL4208	P20618	Proteasome component C5	94.34%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.80%	91.79%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.07%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.32%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.00%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.27%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.03%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.56%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	87.95%	91.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.31%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.08%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.40%	93.10%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	83.52%	95.69%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.38%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.43%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.18%	99.17%
CHEMBL240	Q12809	HERG	82.12%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.18%	99.18%
CHEMBL3820	P35557	Hexokinase type IV	81.18%	91.96%
CHEMBL3438	Q05513	Protein kinase C zeta	81.06%	88.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.89%	89.00%

Plants that contains it

• Duguetia spixiana

Cross-Links

• PubChem: 13891864
• LOTUS: LTS0124383
• wikiData: Q105257074