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

Details

• Internal ID: 53f85fad-22dc-4401-871e-d7ec1033ed78
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 18-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaen-19-ol
• SMILES (Canonical): COC1=C(C2=C3C(CC4=CC5=C(C=C42)OCO5)NCCC3=C1)O
• SMILES (Isomeric): COC1=C(C2=C3C(CC4=CC5=C(C=C42)OCO5)NCCC3=C1)O
• InChI: InChI=1S/C18H17NO4/c1-21-15-5-9-2-3-19-12-4-10-6-13-14(23-8-22-13)7-11(10)17(16(9)12)18(15)20/h5-7,12,19-20H,2-4,8H2,1H3
• InChI Key: JWDBVEYVPQADLG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.11575802 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9540	95.40%
Caco-2	+	0.7113	71.13%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5361	53.61%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6108	61.08%
P-glycoprotein inhibitior	-	0.7675	76.75%
P-glycoprotein substrate	-	0.6584	65.84%
CYP3A4 substrate	+	0.5814	58.14%
CYP2C9 substrate	-	0.8216	82.16%
CYP2D6 substrate	+	0.6215	62.15%
CYP3A4 inhibition	+	0.5242	52.42%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.5508	55.08%
CYP2D6 inhibition	+	0.6539	65.39%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	+	0.5352	53.52%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9557	95.57%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4682	46.82%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6447	64.47%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.8587	85.87%
Androgen receptor binding	-	0.5347	53.47%
Thyroid receptor binding	+	0.7818	78.18%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.6237	62.37%
PPAR gamma	+	0.8019	80.19%
Honey bee toxicity	-	0.8428	84.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	-	0.5000	50.00%

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	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.85%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.44%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.54%	92.62%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	91.28%	95.55%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.93%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.63%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	90.62%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.44%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.00%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.31%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.60%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.58%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.90%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.74%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.19%	91.79%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.11%	82.67%
CHEMBL2535	P11166	Glucose transporter	80.26%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.21%	95.78%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.02%	80.96%

Plants that contains it

• Annona glabra
• Cassytha pubescens

Cross-Links

• PubChem: 13891934
• LOTUS: LTS0272700
• wikiData: Q105136089