Leucinostatin C

Details

• Internal ID: c278eeaf-c1aa-4949-98eb-e75f0fc66fb2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[[3-(1-aminopropan-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)-4-methylhex-2-enoyl]pyrrolidine-2-carboxamide
• InChI: InChI=1S/C60H107N11O13/c1-19-36(9)21-22-47(75)71-32-38(11)29-45(71)53(80)65-44(28-37(10)27-41(73)30-40(72)20-2)51(78)67-48(49(76)35(7)8)54(81)69-59(15,16)56(83)66-42(25-33(3)4)50(77)64-43(26-34(5)6)52(79)68-60(17,18)57(84)70-58(13,14)55(82)62-24-23-46(74)63-39(12)31-61/h21-22,33-39,41-45,48-49,73,76H,19-20,23-32,61H2,1-18H3,(H,62,82)(H,63,74)(H,64,77)(H,65,80)(H,66,83)(H,67,78)(H,68,79)(H,69,81)(H,70,84)/b22-21+
• InChI Key: GSDHBCARJCOTCO-QURGRASLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₁₀₇N₁₁O₁₃
• Molecular Weight: 1190.60 g/mol
• Exact Mass: 1189.80498251 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 36

Synonyms

• Paecilotoxin C
• 110483-88-0
• Leucinostatin A, 9-(N-(2-amino-1-methylethyl)-beta-alaninamide)-, (9(S))-
• DTXSID301347953
• AKOS040747050
• Leucinostatin C M+H putative in Leucinostatin A/B standard
• (E)-N-(1-amino-31-hydroxy-24-(1-hydroxy-2-methylpropyl)-15,18-diisobutyl-2,9,9,12,12,21,21,29-octamethyl-4,8,11,14,17,20,23,26,33-nonaoxo-3,7,10,13,16,19,22,25-octaazapentatriacontan-27-yl)-4-methyl-1-(4-methylhex-2-enoyl)pyrrolidine-2-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7901	79.01%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4996	49.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9553	95.53%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8650	86.50%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.7957	79.57%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.8854	88.54%
CYP2C8 inhibition	+	0.7168	71.68%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.8777	87.77%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7044	70.44%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5173	51.73%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6999	69.99%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.6567	65.67%
Androgen receptor binding	+	0.7158	71.58%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.7175	71.75%
Aromatase binding	+	0.7411	74.11%
PPAR gamma	+	0.7972	79.72%
Honey bee toxicity	-	0.6868	68.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5324	53.24%
Fish aquatic toxicity	+	0.7242	72.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.85%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.98%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	97.71%	97.21%
CHEMBL4801	P29466	Caspase-1	97.55%	96.85%
CHEMBL221	P23219	Cyclooxygenase-1	97.53%	90.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.53%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.98%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	95.73%	98.03%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.63%	98.05%
CHEMBL2514	O95665	Neurotensin receptor 2	95.61%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	95.31%	95.71%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	95.27%	98.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	95.26%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.18%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.52%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.11%	96.47%
CHEMBL237	P41145	Kappa opioid receptor	93.94%	98.10%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.89%	97.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.30%	96.95%
CHEMBL4072	P07858	Cathepsin B	93.13%	93.67%
CHEMBL206	P03372	Estrogen receptor alpha	92.81%	97.64%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	92.27%	95.27%
CHEMBL236	P41143	Delta opioid receptor	92.16%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	91.83%	96.28%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.81%	83.10%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.72%	89.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.49%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.47%	97.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.25%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.00%	97.09%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	90.51%	98.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.70%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.43%	92.86%
CHEMBL3776	Q14790	Caspase-8	89.24%	97.06%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.15%	87.16%
CHEMBL4123	P30989	Neurotensin receptor 1	89.05%	96.67%
CHEMBL340	P08684	Cytochrome P450 3A4	88.79%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	88.75%	97.79%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	88.48%	99.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.45%	98.75%
CHEMBL230	P35354	Cyclooxygenase-2	88.18%	89.63%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	88.13%	97.50%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	87.00%	95.52%
CHEMBL4015	P41597	C-C chemokine receptor type 2	86.98%	98.57%
CHEMBL3176	O43603	Galanin receptor 2	86.88%	98.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.82%	95.36%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	86.78%	94.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.66%	96.90%
CHEMBL2973	O75116	Rho-associated protein kinase 2	86.49%	96.73%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	86.43%	92.38%
CHEMBL226	P30542	Adenosine A1 receptor	86.41%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.10%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.04%	95.58%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.66%	97.23%
CHEMBL283	P08254	Matrix metalloproteinase 3	85.25%	97.29%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.03%	94.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.86%	94.66%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.37%	95.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.24%	89.62%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.11%	93.10%
CHEMBL255	P29275	Adenosine A2b receptor	83.83%	98.59%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.30%	97.47%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.25%	97.50%
CHEMBL5028	O14672	ADAM10	81.98%	97.50%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	81.98%	88.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.69%	93.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	81.32%	96.67%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.26%	82.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.14%	89.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.95%	99.23%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.95%	96.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.94%	96.77%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	80.15%	92.80%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	80.11%	92.26%

Plants that contains it

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Cross-Links

• PubChem: 6450026
• LOTUS: LTS0267826
• wikiData: Q105107285