15,16-Dimethoxy-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-9-ol

Details

• Internal ID: 4faee038-998d-43a8-885c-05166f909c07
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15,16-dimethoxy-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-9-ol
• SMILES (Canonical): CN1CC(C2=CC3=C(C4=C2C1CC5=C4C=CC(=C5OC)OC)OCO3)O
• SMILES (Isomeric): CN1CC(C2=CC3=C(C4=C2C1CC5=C4C=CC(=C5OC)OC)OCO3)O
• InChI: InChI=1S/C20H21NO5/c1-21-8-14(22)12-7-16-20(26-9-25-16)18-10-4-5-15(23-2)19(24-3)11(10)6-13(21)17(12)18/h4-5,7,13-14,22H,6,8-9H2,1-3H3
• InChI Key: HJDHOTUYSIOWTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.14197277 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8972	89.72%
Caco-2	+	0.8935	89.35%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6503	65.03%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5633	56.33%
P-glycoprotein inhibitior	-	0.7421	74.21%
P-glycoprotein substrate	-	0.5939	59.39%
CYP3A4 substrate	+	0.6548	65.48%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	+	0.6929	69.29%
CYP3A4 inhibition	-	0.6469	64.69%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	+	0.6573	65.73%
CYP2D6 inhibition	+	0.6454	64.54%
CYP1A2 inhibition	-	0.7092	70.92%
CYP2C8 inhibition	-	0.5824	58.24%
CYP inhibitory promiscuity	-	0.7759	77.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5496	54.96%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9803	98.03%
Skin irritation	-	0.7953	79.53%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3839	38.39%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7298	72.98%
Acute Oral Toxicity (c)	III	0.7154	71.54%
Estrogen receptor binding	+	0.7168	71.68%
Androgen receptor binding	+	0.6310	63.10%
Thyroid receptor binding	+	0.6162	61.62%
Glucocorticoid receptor binding	+	0.8044	80.44%
Aromatase binding	-	0.5128	51.28%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7177	71.77%

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	98.64%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.95%	96.77%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.30%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.85%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.69%	89.62%
CHEMBL2056	P21728	Dopamine D1 receptor	87.51%	91.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.47%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.15%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.07%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.68%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.28%	89.50%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.22%	95.53%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.21%	96.86%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.86%	85.83%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.38%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.01%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.79%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%
CHEMBL5747	Q92793	CREB-binding protein	81.24%	95.12%
CHEMBL3438	Q05513	Protein kinase C zeta	80.14%	88.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162987382
• LOTUS: LTS0137852
• wikiData: Q105029159