[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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-[[(2R)-4-amino-2-methyl-4-oxobutanoyl]amino]benzoate

Details

• Internal ID: 445db481-1dfb-4f47-81e9-2a02cb87ea2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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-[[(2R)-4-amino-2-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)C(C)CC(=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(=O)C(C)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)[C@H](C)CC(=O)N
• InChI: InChI=1S/C40H57N3O11/c1-8-43-18-37(19-53-35(47)22-11-9-10-12-25(22)42-33(45)21(4)15-28(41)44)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,(H2,41,44)(H,42,45)/t21-,23-,24-,26+,27+,29-,30+,31-,32+,36+,37+,38-,39+,40-/m1/s1
• InChI Key: PMEBDXHVOQIYRW-HVGHHXIRSA-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	-	0.8479	84.79%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4360	43.60%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9652	96.52%
P-glycoprotein inhibitior	+	0.7745	77.45%
P-glycoprotein substrate	+	0.8119	81.19%
CYP3A4 substrate	+	0.7395	73.95%
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	+	0.8226	82.26%
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	-	0.9170	91.70%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6740	67.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6506	65.06%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5297	52.97%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6861	68.61%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.7826	78.26%
Aromatase binding	+	0.6984	69.84%
PPAR gamma	+	0.7757	77.57%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	98.44%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.11%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.49%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.98%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.95%	82.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.62%	89.62%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.40%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.34%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.31%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.23%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.19%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.84%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.27%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.71%	92.62%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.58%	88.42%
CHEMBL5028	O14672	ADAM10	84.52%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.49%	97.79%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.26%	96.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.24%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	83.29%	98.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.98%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.93%	95.89%
CHEMBL3234	P08631	Tyrosine-protein kinase HCK	81.05%	88.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.55%	96.95%
CHEMBL3891	P07384	Calpain 1	80.20%	93.04%

Plants that contains it

• Delphinium umbrosum

Cross-Links

• PubChem: 163186815
• LOTUS: LTS0188495
• wikiData: Q105211418