7,16-Dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14(19),15,17-hexaene

Details

• Internal ID: b2fa7068-6751-4fc5-8ae9-6d489fa9ef1e
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 7,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14(19),15,17-hexaene
• SMILES (Canonical): COC1=CC2=C(C=C1)C3=C4C(=C(C5=C3C(C2)NCC5)OC)OCO4
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3=C4C(=C(C5=C3C(C2)NCC5)OC)OCO4
• InChI: InChI=1S/C19H19NO4/c1-21-11-3-4-12-10(7-11)8-14-15-13(5-6-20-14)17(22-2)19-18(16(12)15)23-9-24-19/h3-4,7,14,20H,5-6,8-9H2,1-2H3
• InChI Key: RWHPJPOPDBGXIC-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	+	0.9722	97.22%
Caco-2	+	0.9532	95.32%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4518	45.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7426	74.26%
P-glycoprotein inhibitior	-	0.5920	59.20%
P-glycoprotein substrate	-	0.6603	66.03%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	+	0.6636	66.36%
CYP3A4 inhibition	+	0.6057	60.57%
CYP2C9 inhibition	-	0.7867	78.67%
CYP2C19 inhibition	-	0.6203	62.03%
CYP2D6 inhibition	+	0.6477	64.77%
CYP1A2 inhibition	+	0.7733	77.33%
CYP2C8 inhibition	-	0.5918	59.18%
CYP inhibitory promiscuity	+	0.7248	72.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.7366	73.66%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7641	76.41%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8208	82.08%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.4892	48.92%
Estrogen receptor binding	+	0.7667	76.67%
Androgen receptor binding	+	0.6719	67.19%
Thyroid receptor binding	+	0.7954	79.54%
Glucocorticoid receptor binding	+	0.7519	75.19%
Aromatase binding	-	0.6103	61.03%
PPAR gamma	+	0.6222	62.22%
Honey bee toxicity	-	0.8269	82.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.4918	49.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	95.64%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.58%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.51%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.33%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.29%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.52%	93.99%
CHEMBL4208	P20618	Proteasome component C5	91.04%	90.00%
CHEMBL261	P00915	Carbonic anhydrase I	90.70%	96.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.62%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.86%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	89.48%	95.53%
CHEMBL2056	P21728	Dopamine D1 receptor	88.03%	91.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.88%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.87%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.93%	92.62%
CHEMBL3438	Q05513	Protein kinase C zeta	83.62%	88.48%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	83.37%	95.55%
CHEMBL1907	P15144	Aminopeptidase N	82.66%	93.31%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.48%	80.96%
CHEMBL5747	Q92793	CREB-binding protein	80.82%	95.12%
CHEMBL226	P30542	Adenosine A1 receptor	80.74%	95.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.33%	99.18%
CHEMBL2535	P11166	Glucose transporter	80.13%	98.75%

Plants that contains it

• Duguetia yeshidan

Cross-Links

• PubChem: 163189935
• LOTUS: LTS0145106
• wikiData: Q105246510