Leucinostatin K

Details

• Internal ID: f9193f4e-b6e2-4f87-89a1-dab278b79aff
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[[3-(5-aminooxypentan-2-ylamino)-3-oxopropyl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-3-hydroxy-4-methyl-1-oxopentan-2-yl]amino]-6-hydroxy-4-methyl-1,8-dioxodecan-2-yl]-4-methyl-1-[(E,4R)-4-methylhex-2-enoyl]pyrrolidine-2-carboxamide
• InChI: InChI=1S/C62H111N11O14/c1-19-38(9)23-24-49(77)73-34-40(11)32-47(73)55(82)67-46(31-39(10)30-43(75)33-42(74)20-2)53(80)69-50(51(78)37(7)8)56(83)71-61(15,16)58(85)68-44(28-35(3)4)52(79)66-45(29-36(5)6)54(81)70-62(17,18)59(86)72-60(13,14)57(84)64-26-25-48(76)65-41(12)22-21-27-87-63/h23-24,35-41,43-47,50-51,75,78H,19-22,25-34,63H2,1-18H3,(H,64,84)(H,65,76)(H,66,79)(H,67,82)(H,68,85)(H,69,80)(H,70,81)(H,71,83)(H,72,86)/b24-23+/t38-,39?,40?,41?,43?,44?,45?,46?,47?,50?,51?/m1/s1
• InChI Key: BHOASNRSZLVNJK-GRWLOXFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₁₁N₁₁O₁₄
• Molecular Weight: 1234.60 g/mol
• Exact Mass: 1233.83119726 g/mol
• Topological Polar Surface Area (TPSA): 375.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 15
• H-Bond Donor: 12
• Rotatable Bonds: 39

Synonyms

• Paecilotoxin K
• 109539-57-3
• DTXSID701347955
• RefChem:924664
• DTXCID001776698
• N-(1-((1-((1-((1-((1-((1-((1-((3-(5-aminooxypentan-2-ylamino)-3-oxopropyl)amino)-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)amino)-3-hydroxy-4-methyl-1-oxopentan-2-yl)amino)-6-hydroxy-4-methyl-1,8-dioxodecan-2-yl)-4-methyl-1-((E,4R)-4-methylhex-2-enoyl)pyrrolidine-2-carboxamide
• Leucinostatin A, N9-oxide
• N-(1-(aminooxy)-33-hydroxy-26-(1-hydroxy-2-methylpropyl)-17,20-diisobutyl-4,11,11,14,14,23,23,31-octamethyl-6,10,13,16,19,22,25,28,35-nonaoxo-5,9,12,15,18,21,24,27-octaazaheptatriacontan-29-yl)-4-methyl-1-((R,E)-4-methylhex-2-enoyl)pyrrolidine-2-carboxamide
• Leucinostatin A, N9-Oxide ; Paecilotoxin K M-H2O+H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8462	84.62%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4744	47.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9735	97.35%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.8670	86.70%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.7565	75.65%
CYP2D6 inhibition	-	0.8786	87.86%
CYP1A2 inhibition	-	0.8541	85.41%
CYP2C8 inhibition	+	0.7554	75.54%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6400	64.00%
Carcinogenicity (trinary)	Non-required	0.5398	53.98%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7024	70.24%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5525	55.25%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.6002	60.02%
Estrogen receptor binding	+	0.6325	63.25%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	+	0.6148	61.48%
Glucocorticoid receptor binding	+	0.7443	74.43%
Aromatase binding	+	0.7567	75.67%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8066	80.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.87%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.77%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.57%	93.56%
CHEMBL4801	P29466	Caspase-1	97.53%	96.85%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.38%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.20%	98.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.83%	97.21%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.35%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	96.14%	90.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	95.90%	95.71%
CHEMBL2514	O95665	Neurotensin receptor 2	95.79%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.34%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	95.29%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.26%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.01%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	94.98%	98.03%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	94.91%	95.52%
CHEMBL236	P41143	Delta opioid receptor	93.39%	99.35%
CHEMBL4072	P07858	Cathepsin B	92.63%	93.67%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	92.12%	98.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.04%	96.00%
CHEMBL237	P41145	Kappa opioid receptor	91.91%	98.10%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.42%	89.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.40%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.21%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.59%	100.00%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	90.57%	95.27%
CHEMBL3776	Q14790	Caspase-8	90.05%	97.06%
CHEMBL2996	Q05655	Protein kinase C delta	90.05%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.04%	89.34%
CHEMBL4123	P30989	Neurotensin receptor 1	89.44%	96.67%
CHEMBL340	P08684	Cytochrome P450 3A4	89.22%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.11%	97.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.89%	83.10%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	88.60%	96.25%
CHEMBL283	P08254	Matrix metalloproteinase 3	88.32%	97.29%
CHEMBL255	P29275	Adenosine A2b receptor	88.26%	98.59%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	88.24%	94.05%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	88.21%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	88.03%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.98%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.68%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.57%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.15%	94.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.53%	95.36%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.28%	92.86%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.19%	85.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.05%	95.58%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	85.88%	87.16%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	85.64%	96.28%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	85.48%	92.38%
CHEMBL4015	P41597	C-C chemokine receptor type 2	84.85%	98.57%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.54%	99.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.45%	89.62%
CHEMBL202	P00374	Dihydrofolate reductase	84.24%	89.92%
CHEMBL5028	O14672	ADAM10	83.64%	97.50%
CHEMBL206	P03372	Estrogen receptor alpha	83.11%	97.64%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.06%	96.77%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.93%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.92%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.69%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.66%	92.88%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	82.55%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.22%	93.00%
CHEMBL3176	O43603	Galanin receptor 2	82.13%	98.89%
CHEMBL230	P35354	Cyclooxygenase-2	81.96%	89.63%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.72%	91.24%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.52%	91.81%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	81.52%	96.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.49%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.44%	95.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.42%	91.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.38%	82.38%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.60%	97.47%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.45%	95.34%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.40%	82.69%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.34%	92.50%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.27%	98.24%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.19%	93.10%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.19%	89.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6450520
• LOTUS: LTS0122620
• wikiData: Q105100692