Ethyl 2-[[1-[2-[2-[[2-[(8-bromo-3-hydroxy-2-methyloct-7-ynoyl)amino]-3-methylbutanoyl]-methylamino]-3-methylbutanoyl]oxy-3-methylpentanoyl]pyrrolidine-2-carbonyl]-methylamino]-3-methylbutanoate

Details

• Internal ID: eaad4c0f-d2c5-4e68-8f1e-4d7cc0209648
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: ethyl 2-[[1-[2-[2-[[2-[(8-bromo-3-hydroxy-2-methyloct-7-ynoyl)amino]-3-methylbutanoyl]-methylamino]-3-methylbutanoyl]oxy-3-methylpentanoyl]pyrrolidine-2-carbonyl]-methylamino]-3-methylbutanoate
• InChI: InChI=1S/C39H65BrN4O9/c1-13-26(9)33(37(49)44-22-18-19-28(44)35(47)42(11)31(24(5)6)38(50)52-14-2)53-39(51)32(25(7)8)43(12)36(48)30(23(3)4)41-34(46)27(10)29(45)20-16-15-17-21-40/h23-33,45H,13-16,18-20,22H2,1-12H3,(H,41,46)
• InChI Key: LUHSXKWLOOLDHE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₅BrN₄O₉
• Molecular Weight: 813.90 g/mol
• Exact Mass: 812.39349 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5775	57.75%
Caco-2	-	0.8475	84.75%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4951	49.51%
OATP2B1 inhibitior	-	0.7139	71.39%
OATP1B1 inhibitior	+	0.8705	87.05%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7644	76.44%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	+	0.7576	75.76%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.5175	51.75%
CYP2C9 inhibition	-	0.8302	83.02%
CYP2C19 inhibition	-	0.7719	77.19%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.8473	84.73%
CYP2C8 inhibition	+	0.4746	47.46%
CYP inhibitory promiscuity	-	0.7987	79.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7961	79.61%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7883	78.83%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4237	42.37%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6441	64.41%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5578	55.78%
Acute Oral Toxicity (c)	III	0.6363	63.63%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.6687	66.87%
Thyroid receptor binding	+	0.5529	55.29%
Glucocorticoid receptor binding	+	0.7075	70.75%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.7327	73.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6426	64.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.01%	96.09%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	97.40%	95.52%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.11%	94.66%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.58%	98.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	96.28%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.25%	96.47%
CHEMBL3837	P07711	Cathepsin L	96.11%	96.61%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	96.08%	97.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.62%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.38%	96.38%
CHEMBL4072	P07858	Cathepsin B	94.34%	93.67%
CHEMBL2514	O95665	Neurotensin receptor 2	94.01%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	93.62%	99.18%
CHEMBL321	P14780	Matrix metalloproteinase 9	93.42%	92.12%
CHEMBL274	P51681	C-C chemokine receptor type 5	93.17%	98.77%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.82%	96.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.19%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	92.00%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.20%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.54%	94.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.33%	93.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.02%	95.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.97%	96.21%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.71%	97.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.56%	90.08%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	89.12%	98.24%
CHEMBL4073	P09237	Matrix metalloproteinase 7	88.67%	97.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.39%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.39%	96.77%
CHEMBL283	P08254	Matrix metalloproteinase 3	87.72%	97.29%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	87.71%	99.17%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.55%	94.50%
CHEMBL237	P41145	Kappa opioid receptor	87.05%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.62%	97.14%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	86.31%	94.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.14%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.79%	95.50%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	85.41%	96.25%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.19%	95.36%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.13%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.10%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	84.88%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.44%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.13%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.98%	97.25%
CHEMBL204	P00734	Thrombin	83.50%	96.01%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.13%	92.86%
CHEMBL5028	O14672	ADAM10	83.01%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.77%	97.21%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.67%	93.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.06%	98.05%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	81.91%	83.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.52%	82.38%
CHEMBL202	P00374	Dihydrofolate reductase	81.42%	89.92%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.22%	95.71%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.07%	90.24%
CHEMBL1871	P10275	Androgen Receptor	80.97%	96.43%
CHEMBL3691	Q13822	Autotaxin	80.96%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53262801
• LOTUS: LTS0229528
• wikiData: Q104171330