[(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[[(3R)-4-amino-3-methyl-4-oxobutanoyl]amino]benzoate

Details

• Internal ID: 13ec77b0-359d-4dbb-b494-e0435ed84d3b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[[(3R)-4-amino-3-methyl-4-oxobutanoyl]amino]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CC(C)C(=O)N
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)C[C@@H](C)C(=O)N
• InChI: InChI=1S/C37H53N3O10/c1-7-40-17-34(18-50-32(43)20-10-8-9-11-23(20)39-26(41)14-19(2)31(38)42)13-12-25(47-4)36-22-15-21-24(46-3)16-35(44,27(22)28(21)48-5)37(45,33(36)40)30(49-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,44-45H,7,12-18H2,1-6H3,(H2,38,42)(H,39,41)/t19-,21-,22-,24+,25+,27-,28+,29-,30+,33+,34+,35-,36+,37+/m1/s1
• InChI Key: ZWPGENPRTLGXDK-VUVLOZEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₃N₃O₁₀
• Molecular Weight: 699.80 g/mol
• Exact Mass: 699.37309490 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5573	55.73%
Caco-2	-	0.8471	84.71%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4093	40.93%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9652	96.52%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	+	0.8041	80.41%
CYP3A4 substrate	+	0.7327	73.27%
CYP2C9 substrate	-	0.6086	60.86%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.7030	70.30%
CYP2C9 inhibition	-	0.8824	88.24%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.8545	85.45%
CYP1A2 inhibition	-	0.9068	90.68%
CYP2C8 inhibition	+	0.8222	82.22%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6540	65.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6910	69.10%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6421	64.21%
skin sensitisation	-	0.8783	87.83%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7111	71.11%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.7794	77.94%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.7256	72.56%
Aromatase binding	+	0.7221	72.21%
PPAR gamma	+	0.7577	75.77%
Honey bee toxicity	-	0.7067	70.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8821	88.21%

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	99.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.42%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.67%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.33%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.92%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.92%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.25%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.24%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.23%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.05%	93.03%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.53%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.52%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.37%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.60%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.32%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.25%	96.47%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.94%	96.67%
CHEMBL2535	P11166	Glucose transporter	83.86%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.14%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.24%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.16%	96.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.89%	92.67%
CHEMBL3891	P07384	Calpain 1	80.54%	93.04%
CHEMBL5028	O14672	ADAM10	80.38%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.36%	100.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.00%	88.42%

Plants that contains it

• Delphinium majus

Cross-Links

• PubChem: 162912037
• LOTUS: LTS0254974
• wikiData: Q105385130