methyl (14E)-19-(benzoyloxymethyl)-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate

Details

• Internal ID: 6d3dd47e-1fc4-4f90-992e-153361b06878
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (14E)-19-(benzoyloxymethyl)-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate
• SMILES (Canonical): CC=C1CN2C3CC1C(C45C3(N(C6=C4C=C(C=C6)OC)C)OC2C5)(COC(=O)C7=CC=CC=C7)C(=O)OC
• SMILES (Isomeric): C/C=C\1/CN2C3CC1C(C45C3(N(C6=C4C=C(C=C6)OC)C)OC2C5)(COC(=O)C7=CC=CC=C7)C(=O)OC
• InChI: InChI=1S/C30H32N2O6/c1-5-18-16-32-24-14-21(18)28(27(34)36-4,17-37-26(33)19-9-7-6-8-10-19)29-15-25(32)38-30(24,29)31(2)23-12-11-20(35-3)13-22(23)29/h5-13,21,24-25H,14-17H2,1-4H3/b18-5-
• InChI Key: PRAPTEFMRAWCAM-DVZOWYKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₂N₂O₆
• Molecular Weight: 516.60 g/mol
• Exact Mass: 516.22603674 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9496	94.96%
Caco-2	-	0.5293	52.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4596	45.96%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.7998	79.98%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9904	99.04%
P-glycoprotein inhibitior	+	0.9598	95.98%
P-glycoprotein substrate	+	0.6101	61.01%
CYP3A4 substrate	+	0.7021	70.21%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8083	80.83%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6890	68.90%
CYP2C19 inhibition	-	0.5942	59.42%
CYP2D6 inhibition	-	0.9112	91.12%
CYP1A2 inhibition	-	0.7569	75.69%
CYP2C8 inhibition	+	0.7699	76.99%
CYP inhibitory promiscuity	+	0.5767	57.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5572	55.72%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9368	93.68%
Skin irritation	-	0.8004	80.04%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8294	82.94%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5384	53.84%
skin sensitisation	-	0.8737	87.37%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7628	76.28%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	+	0.8061	80.61%
Thyroid receptor binding	+	0.6812	68.12%
Glucocorticoid receptor binding	+	0.8371	83.71%
Aromatase binding	+	0.5644	56.44%
PPAR gamma	+	0.6716	67.16%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	98.82%	96.09%
CHEMBL240	Q12809	HERG	98.57%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.40%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.50%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.31%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.42%	95.93%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	88.61%	87.16%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.23%	80.00%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.68%	96.00%
CHEMBL5028	O14672	ADAM10	87.16%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.12%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.08%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.70%	91.07%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	86.09%	81.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.55%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.73%	87.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.41%	97.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.88%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.00%	96.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.95%	91.19%
CHEMBL3891	P07384	Calpain 1	80.61%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.33%	95.50%

Plants that contains it

• Alstonia macrophylla
• Alstonia muelleriana

Cross-Links

• PubChem: 56664148
• LOTUS: LTS0228553
• wikiData: Q105213580