[11-Ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-(2-methylpropanoyloxy)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(4-amino-3-methyl-4-oxobutanoyl)amino]benzoate

Details

• Internal ID: 71c9fdb3-1a40-424f-a176-0653ce89ede0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-(2-methylpropanoyloxy)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(4-amino-3-methyl-4-oxobutanoyl)amino]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C(C)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CC(C)C(=O)N
• SMILES (Isomeric): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C(C)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CC(C)C(=O)N
• InChI: InChI=1S/C40H57N3O11/c1-8-43-18-37(19-53-35(47)22-11-9-10-12-25(22)42-28(44)15-21(4)33(41)45)14-13-27(51-6)39-24-16-23-26(50-5)17-38(48,29(24)30(23)54-34(46)20(2)3)40(49,36(39)43)32(52-7)31(37)39/h9-12,20-21,23-24,26-27,29-32,36,48-49H,8,13-19H2,1-7H3,(H2,41,45)(H,42,44)
• InChI Key: KYEACEVABZECSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₇N₃O₁₁
• Molecular Weight: 755.90 g/mol
• Exact Mass: 755.39930964 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6473	64.73%
Caco-2	-	0.8487	84.87%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4360	43.60%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9691	96.91%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.8079	80.79%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.6024	60.24%
CYP2D6 substrate	-	0.8131	81.31%
CYP3A4 inhibition	-	0.6716	67.16%
CYP2C9 inhibition	-	0.8636	86.36%
CYP2C19 inhibition	-	0.8712	87.12%
CYP2D6 inhibition	-	0.8756	87.56%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.8316	83.16%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6258	62.58%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6940	69.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4184	41.84%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6472	64.72%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.7767	77.67%
Aromatase binding	+	0.7107	71.07%
PPAR gamma	+	0.7808	78.08%
Honey bee toxicity	-	0.6701	67.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9164	91.64%

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	99.72%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.38%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.07%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.31%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.15%	89.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.74%	82.69%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.21%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.12%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.71%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.62%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.55%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.22%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.29%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.78%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.26%	96.67%
CHEMBL2535	P11166	Glucose transporter	84.24%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.93%	97.21%
CHEMBL2996	Q05655	Protein kinase C delta	83.81%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	82.86%	98.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.76%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.50%	85.14%
CHEMBL5028	O14672	ADAM10	81.45%	97.50%
CHEMBL3891	P07384	Calpain 1	81.07%	93.04%
CHEMBL1914	P06276	Butyrylcholinesterase	80.72%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.54%	95.93%

Plants that contains it

• Delphinium trifoliolatum

Cross-Links

• PubChem: 73802880
• LOTUS: LTS0056172
• wikiData: Q105147676