Leucinostatin A, 9-(N-(1-methyl-2-(methylamino)ethyl)-beta-alaninamide)-, (9(S))-

Details

• Internal ID: dcbbd060-ffd3-4330-bcf0-7f0c2608ba1d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: N-[6-hydroxy-1-[[3-hydroxy-4-methyl-1-[[2-methyl-1-[[4-methyl-1-[[4-methyl-1-[[2-methyl-1-[[2-methyl-1-[[3-[1-(methylamino)propan-2-ylamino]-3-oxopropyl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-4-methyl-1,8-dioxodecan-2-yl]-4-methyl-1-[(E)-4-methylhex-2-enoyl]pyrrolidine-2-carboxamide
• InChI: InChI=1S/C61H109N11O13/c1-20-37(9)22-23-48(76)72-33-39(11)30-46(72)54(81)66-45(29-38(10)28-42(74)31-41(73)21-2)52(79)68-49(50(77)36(7)8)55(82)70-60(15,16)57(84)67-43(26-34(3)4)51(78)65-44(27-35(5)6)53(80)69-61(17,18)58(85)71-59(13,14)56(83)63-25-24-47(75)64-40(12)32-62-19/h22-23,34-40,42-46,49-50,62,74,77H,20-21,24-33H2,1-19H3,(H,63,83)(H,64,75)(H,65,78)(H,66,81)(H,67,84)(H,68,79)(H,69,80)(H,70,82)(H,71,85)/b23-22+
• InChI Key: JLDCSWRYRVBFRU-GHVJWSGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₁₀₉N₁₁O₁₃
• Molecular Weight: 1204.60 g/mol
• Exact Mass: 1203.82063257 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 37

Synonyms

• 76663-52-0
• Paecilotoxin B
• DTXSID801346217
• Leucinostatin B M+H reference compound
• Leucinostatin A, 9-(N-(1-methyl-2-(methylamino)ethyl)-beta-alaninamide)-, (9(S))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7359	73.59%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5175	51.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8286	82.86%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9483	94.83%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8562	85.62%
CYP3A4 substrate	+	0.7412	74.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.8961	89.61%
CYP2C9 inhibition	-	0.8766	87.66%
CYP2C19 inhibition	-	0.8416	84.16%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.8994	89.94%
CYP2C8 inhibition	+	0.7266	72.66%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6151	61.51%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.8632	86.32%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5077	50.77%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6680	66.80%
Acute Oral Toxicity (c)	III	0.6500	65.00%
Estrogen receptor binding	+	0.6506	65.06%
Androgen receptor binding	+	0.7156	71.56%
Thyroid receptor binding	+	0.6163	61.63%
Glucocorticoid receptor binding	+	0.7248	72.48%
Aromatase binding	+	0.7292	72.92%
PPAR gamma	+	0.7893	78.93%
Honey bee toxicity	-	0.6609	66.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5224	52.24%
Fish aquatic toxicity	-	0.4042	40.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.84%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.72%	97.25%
CHEMBL4801	P29466	Caspase-1	98.72%	96.85%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	97.81%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.52%	98.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.43%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.32%	93.56%
CHEMBL4072	P07858	Cathepsin B	96.05%	93.67%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.82%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	95.82%	98.10%
CHEMBL2514	O95665	Neurotensin receptor 2	94.72%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.58%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.27%	97.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.22%	90.71%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	94.03%	98.94%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.36%	96.47%
CHEMBL222	P23975	Norepinephrine transporter	93.04%	96.06%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.04%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.94%	97.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.91%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.84%	100.00%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	92.82%	95.52%
CHEMBL226	P30542	Adenosine A1 receptor	92.25%	95.93%
CHEMBL299	P17252	Protein kinase C alpha	91.71%	98.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.57%	89.34%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	91.29%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.85%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.50%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.13%	100.00%
CHEMBL283	P08254	Matrix metalloproteinase 3	89.84%	97.29%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.57%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.46%	93.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.30%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.96%	95.17%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	88.93%	95.27%
CHEMBL255	P29275	Adenosine A2b receptor	88.88%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.70%	94.66%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.51%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	88.45%	91.19%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	88.40%	94.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.30%	91.24%
CHEMBL3776	Q14790	Caspase-8	87.94%	97.06%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	87.72%	81.88%
CHEMBL4123	P30989	Neurotensin receptor 1	87.11%	96.67%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	87.07%	87.16%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.88%	83.10%
CHEMBL4015	P41597	C-C chemokine receptor type 2	86.63%	98.57%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.59%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.55%	96.77%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.18%	95.36%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.00%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	85.99%	94.45%
CHEMBL3176	O43603	Galanin receptor 2	85.65%	98.89%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	85.35%	92.38%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	84.89%	96.28%
CHEMBL256	P0DMS8	Adenosine A3 receptor	84.78%	95.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.70%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.53%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.43%	99.23%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.33%	96.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.17%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	83.51%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	83.51%	97.79%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.85%	89.33%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.63%	99.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.57%	96.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.02%	85.31%
CHEMBL3468	P55210	Caspase-7	81.64%	95.68%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	81.49%	98.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.42%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.38%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.25%	82.38%
CHEMBL236	P41143	Delta opioid receptor	81.24%	99.35%
CHEMBL5028	O14672	ADAM10	80.94%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.58%	94.33%
CHEMBL228	P31645	Serotonin transporter	80.57%	95.51%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	80.35%	92.80%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	80.24%	93.85%
CHEMBL202	P00374	Dihydrofolate reductase	80.21%	89.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6440573
• LOTUS: LTS0050377
• wikiData: Q105130649