N-(5-hydroxy-14-methoxy-6-oxo-16,18-dioxatetracyclo[10.7.0.02,8.015,19]nonadeca-1(19),2,4,7,12,14-hexaen-9-yl)acetamide

Details

• Internal ID: 44a5c9e3-2fad-4478-9ace-93ba0baa3cbc
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: N-(5-hydroxy-14-methoxy-6-oxo-16,18-dioxatetracyclo[10.7.0.02,8.015,19]nonadeca-1(19),2,4,7,12,14-hexaen-9-yl)acetamide
• SMILES (Canonical): CC(=O)NC1CCC2=CC(=C3C(=C2C4=CC=C(C(=O)C=C14)O)OCO3)OC
• SMILES (Isomeric): CC(=O)NC1CCC2=CC(=C3C(=C2C4=CC=C(C(=O)C=C14)O)OCO3)OC
• InChI: InChI=1S/C20H19NO6/c1-10(22)21-14-5-3-11-7-17(25-2)19-20(27-9-26-19)18(11)12-4-6-15(23)16(24)8-13(12)14/h4,6-8,14H,3,5,9H2,1-2H3,(H,21,22)(H,23,24)
• InChI Key: RQBJMBIJPXQVMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₆
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.12123733 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.28
• 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	+	0.9336	93.36%
Caco-2	-	0.5903	59.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Nucleus	0.4889	48.89%
OATP2B1 inhibitior	-	0.8705	87.05%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8482	84.82%
P-glycoprotein inhibitior	-	0.7489	74.89%
P-glycoprotein substrate	+	0.9010	90.10%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	-	0.8242	82.42%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.6461	64.61%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.8461	84.61%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.8260	82.60%
CYP2C8 inhibition	+	0.7565	75.65%
CYP inhibitory promiscuity	-	0.8171	81.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6443	64.43%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9335	93.35%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6607	66.07%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6540	65.40%
skin sensitisation	-	0.8642	86.42%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7353	73.53%
Acute Oral Toxicity (c)	III	0.6055	60.55%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.8366	83.66%
Thyroid receptor binding	+	0.6797	67.97%
Glucocorticoid receptor binding	+	0.8553	85.53%
Aromatase binding	-	0.6399	63.99%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.7442	74.42%

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	99.28%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.61%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.81%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.24%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.48%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.12%	82.67%
CHEMBL1951	P21397	Monoamine oxidase A	88.70%	91.49%
CHEMBL2535	P11166	Glucose transporter	88.28%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	88.18%	91.19%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.24%	91.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.56%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.89%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.35%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.82%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.45%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.31%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	83.68%	91.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.39%	92.94%
CHEMBL4208	P20618	Proteasome component C5	82.38%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.00%	89.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.80%	95.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.01%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.73%	89.62%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.08%	96.33%

Plants that contains it

• Gloriosa superba

Cross-Links

• PubChem: 12303960
• LOTUS: LTS0028806
• wikiData: Q105243196