methyl (14E)-19-[(3,4-dimethoxybenzoyl)oxymethyl]-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: d1c39274-975f-4172-a48b-d34daf97d1be
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (14E)-19-[(3,4-dimethoxybenzoyl)oxymethyl]-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(=C(C=C7)OC)OC)C(=O)OC
• SMILES (Isomeric): C/C=C\1/CN2C3CC1C(C45C3(N(C6=C4C=C(C=C6)OC)C)OC2C5)(COC(=O)C7=CC(=C(C=C7)OC)OC)C(=O)OC
• InChI: InChI=1S/C32H36N2O8/c1-7-18-16-34-26-14-21(18)30(29(36)40-6,17-41-28(35)19-8-11-24(38-4)25(12-19)39-5)31-15-27(34)42-32(26,31)33(2)23-10-9-20(37-3)13-22(23)31/h7-13,21,26-27H,14-17H2,1-6H3/b18-7-
• InChI Key: DTINADCHYFZWSG-WSVATBPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆N₂O₈
• Molecular Weight: 576.60 g/mol
• Exact Mass: 576.24716611 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9366	93.66%
Caco-2	-	0.6580	65.80%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3887	38.87%
OATP2B1 inhibitior	-	0.7089	70.89%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9964	99.64%
P-glycoprotein inhibitior	+	0.9408	94.08%
P-glycoprotein substrate	+	0.7078	70.78%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8083	80.83%
CYP3A4 inhibition	-	0.5136	51.36%
CYP2C9 inhibition	-	0.6846	68.46%
CYP2C19 inhibition	-	0.6358	63.58%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7689	76.89%
CYP2C8 inhibition	+	0.8057	80.57%
CYP inhibitory promiscuity	+	0.5449	54.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.7897	78.97%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7732	77.32%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5301	53.01%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7550	75.50%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.7924	79.24%
Thyroid receptor binding	+	0.6697	66.97%
Glucocorticoid receptor binding	+	0.8481	84.81%
Aromatase binding	+	0.6413	64.13%
PPAR gamma	+	0.6933	69.33%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3884	P31639	Sodium/glucose cotransporter 2	500 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.12%	96.09%
CHEMBL4208	P20618	Proteasome component C5	95.94%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.32%	97.09%
CHEMBL205	P00918	Carbonic anhydrase II	91.65%	98.44%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	91.15%	87.16%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.38%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.35%	96.00%
CHEMBL240	Q12809	HERG	90.22%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.41%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.41%	97.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.80%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.55%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.11%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.84%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	84.51%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.38%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.96%	93.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.62%	85.83%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.25%	97.53%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	82.16%	90.75%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.89%	96.25%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.44%	80.00%
CHEMBL5028	O14672	ADAM10	81.04%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.03%	85.31%
CHEMBL3891	P07384	Calpain 1	80.92%	93.04%

Plants that contains it

• Alstonia macrophylla
• Alstonia muelleriana

Cross-Links

• PubChem: 56671030
• LOTUS: LTS0008740
• wikiData: Q104988814