(12R)-17,18-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: 569f7ee5-c1a8-4bde-a1e2-d7e4a18af9be
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-17,18-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(CC3C4=C2C5=C(C=C4CCN3)OCO5)C=C1)OC
• SMILES (Isomeric): COC1=C(C2=C(C[C@@H]3C4=C2C5=C(C=C4CCN3)OCO5)C=C1)OC
• InChI: InChI=1S/C19H19NO4/c1-21-13-4-3-10-7-12-15-11(5-6-20-12)8-14-19(24-9-23-14)17(15)16(10)18(13)22-2/h3-4,8,12,20H,5-7,9H2,1-2H3/t12-/m1/s1
• InChI Key: YYRMPJXNBYSDCA-GFCCVEGCSA-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	+	0.9784	97.84%
Caco-2	+	0.9028	90.28%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4352	43.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8371	83.71%
P-glycoprotein inhibitior	-	0.5633	56.33%
P-glycoprotein substrate	-	0.7409	74.09%
CYP3A4 substrate	+	0.5598	55.98%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	+	0.6636	66.36%
CYP3A4 inhibition	+	0.6896	68.96%
CYP2C9 inhibition	-	0.7809	78.09%
CYP2C19 inhibition	+	0.5059	50.59%
CYP2D6 inhibition	+	0.7145	71.45%
CYP1A2 inhibition	+	0.8216	82.16%
CYP2C8 inhibition	+	0.4453	44.53%
CYP inhibitory promiscuity	+	0.7855	78.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6305	63.05%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.7153	71.53%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8752	87.52%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8340	83.40%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.5045	50.45%
Estrogen receptor binding	+	0.7856	78.56%
Androgen receptor binding	+	0.6079	60.79%
Thyroid receptor binding	+	0.6934	69.34%
Glucocorticoid receptor binding	+	0.7811	78.11%
Aromatase binding	-	0.5620	56.20%
PPAR gamma	+	0.7920	79.20%
Honey bee toxicity	-	0.8175	81.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.3770	37.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.20%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.00%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.43%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.54%	96.77%
CHEMBL261	P00915	Carbonic anhydrase I	92.34%	96.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.04%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.15%	82.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.67%	94.80%
CHEMBL4208	P20618	Proteasome component C5	87.67%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.61%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.25%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.04%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.80%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.98%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.24%	80.96%
CHEMBL3438	Q05513	Protein kinase C zeta	83.65%	88.48%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.32%	96.86%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.81%	94.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.54%	89.50%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	82.51%	95.55%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.40%	99.17%
CHEMBL2535	P11166	Glucose transporter	81.87%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.05%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	80.23%	83.82%

Plants that contains it

• Litsea nitida

Cross-Links

• PubChem: 163023627
• LOTUS: LTS0233232
• wikiData: Q105368873