1-(17,18,19-Trimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(19),2,4(8),9,16(20),17-hexaen-13-yl)ethanone

Details

• Internal ID: ab00b421-3074-4ddb-a9ed-ff10530aa51f
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 1-(17,18,19-trimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(19),2,4(8),9,16(20),17-hexaen-13-yl)ethanone
• SMILES (Canonical): CC(=O)N1CCC2=C3C1CC4=CC5=C(C=C4C3=C(C(=C2OC)OC)OC)OCO5
• SMILES (Isomeric): CC(=O)N1CCC2=C3C1CC4=CC5=C(C=C4C3=C(C(=C2OC)OC)OC)OCO5
• InChI: InChI=1S/C22H23NO6/c1-11(24)23-6-5-13-18-15(23)7-12-8-16-17(29-10-28-16)9-14(12)19(18)21(26-3)22(27-4)20(13)25-2/h8-9,15H,5-7,10H2,1-4H3
• InChI Key: GWCVYMLSGTZAHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃NO₆
• Molecular Weight: 397.40 g/mol
• Exact Mass: 397.15253745 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9275	92.75%
Caco-2	+	0.8393	83.93%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3921	39.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9386	93.86%
P-glycoprotein inhibitior	+	0.5832	58.32%
P-glycoprotein substrate	-	0.7486	74.86%
CYP3A4 substrate	+	0.6256	62.56%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.7878	78.78%
CYP3A4 inhibition	+	0.8266	82.66%
CYP2C9 inhibition	-	0.6394	63.94%
CYP2C19 inhibition	+	0.6549	65.49%
CYP2D6 inhibition	-	0.7454	74.54%
CYP1A2 inhibition	-	0.6066	60.66%
CYP2C8 inhibition	-	0.7773	77.73%
CYP inhibitory promiscuity	+	0.5909	59.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6157	61.57%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9491	94.91%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4143	41.43%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8798	87.98%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.5369	53.69%
Thyroid receptor binding	+	0.6590	65.90%
Glucocorticoid receptor binding	+	0.8731	87.31%
Aromatase binding	-	0.6021	60.21%
PPAR gamma	+	0.7271	72.71%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9267	92.67%

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	98.44%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.88%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.24%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.15%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.10%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.57%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.42%	96.95%
CHEMBL2056	P21728	Dopamine D1 receptor	86.09%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.82%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.96%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.59%	80.96%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.35%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.77%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	81.68%	95.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.49%	82.67%
CHEMBL2535	P11166	Glucose transporter	81.07%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.81%	94.80%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.54%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.04%	82.38%

Plants that contains it

• Liriodendron tulipifera

Cross-Links

• PubChem: 162905821
• LOTUS: LTS0170798
• wikiData: Q105022210