16,17-Dimethoxy-5,7-dioxa-12-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-14-ol

Details

• Internal ID: 3fa506b8-c198-4f4e-b62d-63a62d96769f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 16,17-dimethoxy-5,7-dioxa-12-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-14-ol
• SMILES (Canonical): COC1=C(C2=C(C3=C(C=C2C=C1)C4=CC5=C(C=C4CN3)OCO5)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C3=C(C=C2C=C1)C4=CC5=C(C=C4CN3)OCO5)O)OC
• InChI: InChI=1S/C20H17NO5/c1-23-14-4-3-10-5-13-12-7-16-15(25-9-26-16)6-11(12)8-21-18(13)19(22)17(10)20(14)24-2/h3-7,21-22H,8-9H2,1-2H3
• InChI Key: OHXBMJJPRDNBSJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇NO₅
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.11067264 g/mol
• Topological Polar Surface Area (TPSA): 69.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6905	69.05%
Caco-2	+	0.8333	83.33%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Nucleus	0.3481	34.81%
OATP2B1 inhibitior	-	0.8755	87.55%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7995	79.95%
P-glycoprotein inhibitior	+	0.6880	68.80%
P-glycoprotein substrate	-	0.6942	69.42%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	+	0.4620	46.20%
CYP3A4 inhibition	-	0.7611	76.11%
CYP2C9 inhibition	-	0.6055	60.55%
CYP2C19 inhibition	+	0.5648	56.48%
CYP2D6 inhibition	+	0.5211	52.11%
CYP1A2 inhibition	+	0.5488	54.88%
CYP2C8 inhibition	+	0.5793	57.93%
CYP inhibitory promiscuity	+	0.7431	74.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8041	80.41%
Skin irritation	-	0.7939	79.39%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5478	54.78%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5163	51.63%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.6403	64.03%
Estrogen receptor binding	+	0.9087	90.87%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	+	0.8065	80.65%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.5401	54.01%
PPAR gamma	+	0.8947	89.47%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	-	0.5198	51.98%

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	96.28%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.89%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.54%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.13%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.66%	93.99%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.58%	96.21%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.01%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	88.92%	95.12%
CHEMBL4208	P20618	Proteasome component C5	88.91%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.77%	98.75%
CHEMBL240	Q12809	HERG	86.62%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.11%	80.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.46%	92.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.92%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.70%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.82%	80.96%
CHEMBL1255126	O15151	Protein Mdm4	81.57%	90.20%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	81.09%	94.70%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	80.87%	93.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.72%	89.62%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.63%	96.39%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.48%	96.67%

Plants that contains it

• Argemone ochroleuca

Cross-Links

• PubChem: 163048859
• LOTUS: LTS0035661
• wikiData: Q105192353