15-Hydroxy-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

Details

• Internal ID: 208a8a53-73c5-430b-98ee-3fffdcfad557
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15-hydroxy-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O)O
• InChI: InChI=1S/C18H11NO5/c1-22-10-3-2-9-13-12-8(6-11-18(13)24-7-23-11)4-5-19-15(12)17(21)14(9)16(10)20/h2-6,20H,7H2,1H3
• InChI Key: FUCNFUVYDKCLMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₁NO₅
• Molecular Weight: 321.30 g/mol
• Exact Mass: 321.06372245 g/mol
• Topological Polar Surface Area (TPSA): 77.90 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• 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	+	0.9838	98.38%
Caco-2	+	0.7414	74.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6243	62.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5550	55.50%
P-glycoprotein inhibitior	-	0.6592	65.92%
P-glycoprotein substrate	-	0.7145	71.45%
CYP3A4 substrate	+	0.6029	60.29%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	+	0.8098	80.98%
CYP2C9 inhibition	-	0.7187	71.87%
CYP2C19 inhibition	+	0.6302	63.02%
CYP2D6 inhibition	-	0.6137	61.37%
CYP1A2 inhibition	+	0.8128	81.28%
CYP2C8 inhibition	+	0.6882	68.82%
CYP inhibitory promiscuity	+	0.7751	77.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5334	53.34%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5463	54.63%
Skin irritation	-	0.7925	79.25%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6107	61.07%
Micronuclear	+	0.8074	80.74%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6136	61.36%
Acute Oral Toxicity (c)	III	0.6855	68.55%
Estrogen receptor binding	+	0.9002	90.02%
Androgen receptor binding	+	0.5633	56.33%
Thyroid receptor binding	+	0.7350	73.50%
Glucocorticoid receptor binding	+	0.9096	90.96%
Aromatase binding	+	0.7394	73.94%
PPAR gamma	+	0.8403	84.03%
Honey bee toxicity	-	0.8510	85.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	-	0.5052	50.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.73%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.55%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.01%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.98%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.88%	96.77%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.64%	96.67%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.98%	82.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.85%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.66%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.62%	85.14%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.73%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.68%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.93%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	88.43%	95.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.36%	96.00%
CHEMBL2535	P11166	Glucose transporter	87.14%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.92%	95.78%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.76%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.55%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.46%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.71%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.58%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.43%	100.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.23%	92.38%

Plants that contains it

• Fissistigma glaucescens

Cross-Links

• PubChem: 163035870
• LOTUS: LTS0171806
• wikiData: Q105001549