16,17-Dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-15-ol

Details

• Internal ID: f570f8e6-d12d-4d7d-84bc-d857828fdb81
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-15-ol
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1CC5=C(C(=C(C=C54)OC)OC)O)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2C1CC5=C(C(=C(C=C54)OC)OC)O)OCO3
• InChI: InChI=1S/C20H21NO5/c1-21-5-4-10-6-15-19(26-9-25-15)17-11-8-14(23-2)20(24-3)18(22)12(11)7-13(21)16(10)17/h6,8,13,22H,4-5,7,9H2,1-3H3
• InChI Key: NPNKBZWPJLBZHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.14197277 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• 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	+	0.9410	94.10%
Caco-2	+	0.8643	86.43%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.3945	39.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6901	69.01%
P-glycoprotein inhibitior	-	0.7670	76.70%
P-glycoprotein substrate	-	0.6630	66.30%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.5530	55.30%
CYP2C9 inhibition	-	0.7896	78.96%
CYP2C19 inhibition	-	0.5636	56.36%
CYP2D6 inhibition	+	0.5177	51.77%
CYP1A2 inhibition	-	0.8080	80.80%
CYP2C8 inhibition	-	0.6265	62.65%
CYP inhibitory promiscuity	-	0.8302	83.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6081	60.81%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6483	64.83%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.8073	80.73%
skin sensitisation	-	0.8685	86.85%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8977	89.77%
Acute Oral Toxicity (c)	III	0.7299	72.99%
Estrogen receptor binding	+	0.6802	68.02%
Androgen receptor binding	-	0.6070	60.70%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.8569	85.69%
Aromatase binding	+	0.5233	52.33%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9129	91.29%

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	98.65%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.16%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL2056	P21728	Dopamine D1 receptor	94.23%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	93.83%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.46%	91.79%
CHEMBL5747	Q92793	CREB-binding protein	92.34%	95.12%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.91%	82.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.83%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.78%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	89.43%	88.48%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	89.34%	96.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.06%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.84%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.79%	82.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.34%	93.99%
CHEMBL261	P00915	Carbonic anhydrase I	86.75%	96.76%
CHEMBL3474	P14555	Phospholipase A2 group IIA	86.31%	94.05%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.26%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.10%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.87%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.94%	85.14%
CHEMBL4208	P20618	Proteasome component C5	84.33%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.85%	91.03%
CHEMBL4040	P28482	MAP kinase ERK2	82.69%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.05%	90.95%
CHEMBL2535	P11166	Glucose transporter	81.53%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.12%	95.89%

Plants that contains it

• Ocotea acutifolia

Cross-Links

• PubChem: 129905985
• LOTUS: LTS0036730
• wikiData: Q105183161