3,5-Dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,14,16,18-heptaen-13-one

Details

• Internal ID: f71ce726-56d8-4544-8b19-0e3f62d3c571
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,14,16,18-heptaen-13-one
• SMILES (Canonical): C1OC2=C(O1)C3=C4C(C(=O)C5=CC=CC=C53)NC=CC4=C2
• SMILES (Isomeric): C1OC2=C(O1)C3=C4C(C(=O)C5=CC=CC=C53)NC=CC4=C2
• InChI: InChI=1S/C17H11NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7,15,18H,8H2
• InChI Key: UUXILKDYTNRSMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₁NO₃
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.07389321 g/mol
• Topological Polar Surface Area (TPSA): 47.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8796	87.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6369	63.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7523	75.23%
P-glycoprotein inhibitior	-	0.6945	69.45%
P-glycoprotein substrate	-	0.8038	80.38%
CYP3A4 substrate	+	0.5400	54.00%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.7541	75.41%
CYP3A4 inhibition	-	0.5500	55.00%
CYP2C9 inhibition	-	0.6522	65.22%
CYP2C19 inhibition	+	0.6097	60.97%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.8588	85.88%
CYP2C8 inhibition	-	0.7562	75.62%
CYP inhibitory promiscuity	+	0.8831	88.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7739	77.39%
Skin irritation	-	0.6589	65.89%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5426	54.26%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6973	69.73%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6430	64.30%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.8579	85.79%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	+	0.7248	72.48%
Aromatase binding	+	0.7482	74.82%
PPAR gamma	+	0.6950	69.50%
Honey bee toxicity	-	0.7649	76.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8151	81.51%

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	97.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.51%	96.77%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.72%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.66%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.04%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.69%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.62%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.55%	93.40%
CHEMBL3384	Q16512	Protein kinase N1	81.25%	80.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%

Plants that contains it

• Magnolia obovata

Cross-Links

• PubChem: 162952811
• LOTUS: LTS0138443
• wikiData: Q105279640