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

Details

• Internal ID: f13d6260-e614-49b7-8244-0ac5005d876b
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 16-methoxy-13,13-dimethyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,11,14(19),15,17-heptaene
• SMILES (Canonical): CC1(C2=C(C=CC(=C2)OC)C3=C4C1=NCCC4=CC5=C3OCO5)C
• SMILES (Isomeric): CC1(C2=C(C=CC(=C2)OC)C3=C4C1=NCCC4=CC5=C3OCO5)C
• InChI: InChI=1S/C20H19NO3/c1-20(2)14-9-12(22-3)4-5-13(14)17-16-11(6-7-21-19(16)20)8-15-18(17)24-10-23-15/h4-5,8-9H,6-7,10H2,1-3H3
• InChI Key: ASTGNJYKPPDKTL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₃
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.13649347 g/mol
• Topological Polar Surface Area (TPSA): 40.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	+	0.8362	83.62%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6650	66.50%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5835	58.35%
P-glycoprotein inhibitior	-	0.5980	59.80%
P-glycoprotein substrate	-	0.6593	65.93%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7673	76.73%
CYP3A4 inhibition	+	0.7915	79.15%
CYP2C9 inhibition	-	0.6334	63.34%
CYP2C19 inhibition	-	0.5147	51.47%
CYP2D6 inhibition	+	0.6126	61.26%
CYP1A2 inhibition	+	0.5807	58.07%
CYP2C8 inhibition	-	0.6332	63.32%
CYP inhibitory promiscuity	+	0.6951	69.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8528	85.28%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9213	92.13%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6723	67.23%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6670	66.70%
Acute Oral Toxicity (c)	III	0.5394	53.94%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	+	0.7952	79.52%
Glucocorticoid receptor binding	+	0.7518	75.18%
Aromatase binding	+	0.7376	73.76%
PPAR gamma	+	0.8351	83.51%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	-	0.5230	52.30%

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	99.05%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.72%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.28%	83.82%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.39%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	95.73%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	95.17%	91.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.95%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.66%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.20%	92.62%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.74%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.85%	90.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.14%	82.67%
CHEMBL226	P30542	Adenosine A1 receptor	88.82%	95.93%
CHEMBL240	Q12809	HERG	88.82%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.44%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.31%	95.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.74%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.59%	99.15%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	84.45%	81.29%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.76%	96.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.88%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.48%	94.45%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.55%	99.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.79%	96.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.41%	80.96%
CHEMBL3438	Q05513	Protein kinase C zeta	80.06%	88.48%

Plants that contains it

• Callostylis rigida
• Guatteria guianensis
• Hornschuchia obliqua

Cross-Links

• PubChem: 10313983
• LOTUS: LTS0248979
• wikiData: Q104918053