7,8-Dimethoxy-2-methyl-17,19-dioxa-2-azatetracyclo[12.7.0.05,10.016,20]henicosa-1(21),5,7,9,14,16(20)-hexaen-11-one

Details

• Internal ID: 78219a5b-e176-4674-9f9e-f5ab5b5b4c22
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 7,8-dimethoxy-2-methyl-17,19-dioxa-2-azatetracyclo[12.7.0.05,10.016,20]henicosa-1(21),5,7,9,14,16(20)-hexaen-11-one
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C(=O)CCC3=CC4=C(C=C31)OCO4)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2C(=O)CCC3=CC4=C(C=C31)OCO4)OC)OC
• InChI: InChI=1S/C21H23NO5/c1-22-7-6-13-8-18(24-2)19(25-3)10-15(13)17(23)5-4-14-9-20-21(11-16(14)22)27-12-26-20/h8-11H,4-7,12H2,1-3H3
• InChI Key: RHJBGPMDJNBXPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.15762283 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	+	0.8483	84.83%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4585	45.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8284	82.84%
P-glycoprotein inhibitior	+	0.7791	77.91%
P-glycoprotein substrate	-	0.7655	76.55%
CYP3A4 substrate	+	0.5876	58.76%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.6614	66.14%
CYP3A4 inhibition	+	0.8461	84.61%
CYP2C9 inhibition	-	0.7371	73.71%
CYP2C19 inhibition	+	0.8933	89.33%
CYP2D6 inhibition	+	0.7525	75.25%
CYP1A2 inhibition	-	0.7697	76.97%
CYP2C8 inhibition	-	0.9230	92.30%
CYP inhibitory promiscuity	-	0.5891	58.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5033	50.33%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8474	84.74%
Skin irritation	-	0.8166	81.66%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3666	36.66%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	+	0.8310	83.10%
Androgen receptor binding	-	0.5668	56.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8040	80.40%
Aromatase binding	-	0.6508	65.08%
PPAR gamma	+	0.6188	61.88%
Honey bee toxicity	-	0.8202	82.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9288	92.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.16%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.02%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.82%	86.33%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	91.00%	96.86%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.58%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.51%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.82%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.80%	98.75%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.28%	90.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.94%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.15%	90.71%
CHEMBL2056	P21728	Dopamine D1 receptor	83.91%	91.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.87%	92.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.77%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.02%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.83%	94.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.30%	89.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.98%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.58%	82.38%

Plants that contains it

• Papaver somniferum

Cross-Links

• PubChem: 163049442
• LOTUS: LTS0194058
• wikiData: Q105236414