DL-N(Me2)Val-DL-OVal-DL-OVal-DL-Leu-DL-Asn-Sta(3xi,4xi)-DL-xiThr-DL-Ala-DL-N(Me)Phe-DL-Pro-OMe

Details

• Internal ID: f555b774-b1b6-4662-b66b-75e59bcddb6c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: methyl 1-[2-[2-[[2-[[4-[[4-amino-2-[[2-[[2-[2-[2-(dimethylamino)-3-methylbutanoyl]oxy-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]-3-hydroxybutanoyl]amino]propanoyl-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
• InChI: InChI=1S/C58H95N9O16/c1-30(2)25-38(43(69)29-45(71)64-46(36(12)68)52(74)60-35(11)54(76)66(15)42(27-37-21-18-17-19-22-37)55(77)67-24-20-23-41(67)56(78)81-16)61-51(73)40(28-44(59)70)62-50(72)39(26-31(3)4)63-53(75)48(33(7)8)82-58(80)49(34(9)10)83-57(79)47(32(5)6)65(13)14/h17-19,21-22,30-36,38-43,46-49,68-69H,20,23-29H2,1-16H3,(H2,59,70)(H,60,74)(H,61,73)(H,62,72)(H,63,75)(H,64,71)
• InChI Key: JZYWSTGTBRHGTL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₅N₉O₁₆
• Molecular Weight: 1174.40 g/mol
• Exact Mass: 1173.68967798 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 33

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5667	56.67%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5576	55.76%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.8817	88.17%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9776	97.76%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.8790	87.90%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7027	70.27%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.8411	84.11%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.8841	88.41%
CYP2C8 inhibition	+	0.7062	70.62%
CYP inhibitory promiscuity	-	0.9777	97.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7924	79.24%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6665	66.65%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8852	88.52%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5487	54.87%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	+	0.7862	78.62%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	+	0.6588	65.88%
Glucocorticoid receptor binding	+	0.7442	74.42%
Aromatase binding	+	0.6725	67.25%
PPAR gamma	+	0.8218	82.18%
Honey bee toxicity	-	0.6829	68.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7411	74.11%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2581	P07339	Cathepsin D	26 nM	IC50	via Super-PRED
CHEMBL3092	P14091	Cathepsin E	0.8 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.88%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	99.78%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.11%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.79%	98.33%
CHEMBL1255126	O15151	Protein Mdm4	95.68%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.67%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	94.51%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.58%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.97%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.81%	97.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.76%	96.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	92.76%	98.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	91.50%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.22%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.38%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.54%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	89.34%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.05%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.00%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.50%	95.89%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	85.84%	92.80%
CHEMBL1873	P00750	Tissue-type plasminogen activator	84.82%	93.33%
CHEMBL5028	O14672	ADAM10	84.47%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.13%	95.83%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.10%	96.25%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.59%	82.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74976330
• LOTUS: LTS0085954
• wikiData: Q105137729