13-Methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-16-ol

Details

• Internal ID: ffa03d26-ee86-472c-949f-3f61fc2fd430
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 13-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-16-ol
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1C(C5=C4C=CC(=C5)O)OC)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2C1C(C5=C4C=CC(=C5)O)OC)OCO3
• InChI: InChI=1S/C19H19NO4/c1-20-6-5-10-7-14-19(24-9-23-14)16-12-4-3-11(21)8-13(12)18(22-2)17(20)15(10)16/h3-4,7-8,17-18,21H,5-6,9H2,1-2H3
• InChI Key: AMLISIIZGNCGBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8854	88.54%
Caco-2	+	0.8805	88.05%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5002	50.02%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6105	61.05%
P-glycoprotein inhibitior	-	0.8311	83.11%
P-glycoprotein substrate	+	0.5807	58.07%
CYP3A4 substrate	+	0.6566	65.66%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.6137	61.37%
CYP3A4 inhibition	-	0.6890	68.90%
CYP2C9 inhibition	-	0.7474	74.74%
CYP2C19 inhibition	+	0.5391	53.91%
CYP2D6 inhibition	+	0.7745	77.45%
CYP1A2 inhibition	+	0.5207	52.07%
CYP2C8 inhibition	-	0.6048	60.48%
CYP inhibitory promiscuity	-	0.6329	63.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9835	98.35%
Skin irritation	-	0.7742	77.42%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4464	44.64%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.8458	84.58%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8477	84.77%
Acute Oral Toxicity (c)	III	0.7321	73.21%
Estrogen receptor binding	+	0.5344	53.44%
Androgen receptor binding	+	0.6660	66.60%
Thyroid receptor binding	+	0.5441	54.41%
Glucocorticoid receptor binding	+	0.8111	81.11%
Aromatase binding	-	0.5854	58.54%
PPAR gamma	+	0.6860	68.60%
Honey bee toxicity	-	0.7996	79.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.4520	45.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.02%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	95.72%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.68%	91.79%
CHEMBL4208	P20618	Proteasome component C5	92.22%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.45%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.16%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.14%	93.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.91%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	88.90%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.52%	95.89%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.06%	83.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.70%	95.78%
CHEMBL4040	P28482	MAP kinase ERK2	86.70%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.91%	82.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.40%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%
CHEMBL3820	P35557	Hexokinase type IV	80.91%	91.96%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.89%	90.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.65%	97.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.00%	89.00%

Plants that contains it

• Greenwayodendron suaveolens

Cross-Links

• PubChem: 163004741
• LOTUS: LTS0245855
• wikiData: Q104914720