methyl (2S)-1-[(2S,3S)-2-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(5S)-5-methoxydec-9-ynoyl]-methylamino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methylbutanoyl]oxy-3-methylpentanoyl]pyrrolidine-2-carboxylate

Details

• Internal ID: 82d06782-993c-452c-93a9-3a57d25b86a4
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: methyl (2S)-1-[(2S,3S)-2-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(5S)-5-methoxydec-9-ynoyl]-methylamino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methylbutanoyl]oxy-3-methylpentanoyl]pyrrolidine-2-carboxylate
• SMILES (Canonical): CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)N(C)C(C(C)C)C(=O)OC(C(C)CC)C(=O)N1CCCC1C(=O)OC)N(C)C(=O)CCCC(CCCC#C)OC
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(=O)OC)N(C)C(=O)CCC[C@H](CCCC#C)OC
• InChI: InChI=1S/C46H79N5O10/c1-16-19-20-23-33(59-14)24-21-26-35(52)49(12)39(31(10)17-2)42(54)47-36(28(4)5)41(53)48-37(29(6)7)43(55)50(13)38(30(8)9)46(58)61-40(32(11)18-3)44(56)51-27-22-25-34(51)45(57)60-15/h1,28-34,36-40H,17-27H2,2-15H3,(H,47,54)(H,48,53)/t31-,32-,33-,34-,36-,37-,38-,39-,40-/m0/s1
• InChI Key: XKUKFJXRMIGFKU-IXLLBILKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₉N₅O₁₀
• Molecular Weight: 862.10 g/mol
• Exact Mass: 861.58269373 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5766	57.66%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6353	63.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8884	88.84%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	+	0.8004	80.04%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.5771	57.71%
CYP2C9 inhibition	-	0.7472	74.72%
CYP2C19 inhibition	-	0.6179	61.79%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	-	0.8542	85.42%
CYP2C8 inhibition	+	0.5320	53.20%
CYP inhibitory promiscuity	-	0.8339	83.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.8135	81.35%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3820	38.20%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5687	56.87%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7146	71.46%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	+	0.8178	81.78%
Androgen receptor binding	+	0.6763	67.63%
Thyroid receptor binding	+	0.5333	53.33%
Glucocorticoid receptor binding	+	0.6953	69.53%
Aromatase binding	+	0.6347	63.47%
PPAR gamma	+	0.7555	75.55%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8747	87.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.14%	96.61%
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL4072	P07858	Cathepsin B	98.02%	93.67%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.21%	98.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.98%	95.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	96.85%	92.12%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.63%	94.66%
CHEMBL332	P03956	Matrix metalloproteinase-1	94.20%	94.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	93.80%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.52%	98.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	93.28%	97.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.86%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.79%	96.77%
CHEMBL2514	O95665	Neurotensin receptor 2	92.74%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.47%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	92.17%	98.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.09%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.86%	93.56%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.84%	97.86%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	91.59%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.48%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.40%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.32%	91.19%
CHEMBL283	P08254	Matrix metalloproteinase 3	91.31%	97.29%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	90.91%	98.24%
CHEMBL221	P23219	Cyclooxygenase-1	90.15%	90.17%
CHEMBL274	P51681	C-C chemokine receptor type 5	89.98%	98.77%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.91%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.48%	93.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.01%	99.18%
CHEMBL4073	P09237	Matrix metalloproteinase 7	88.89%	97.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.73%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.59%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.22%	92.86%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.77%	95.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.33%	92.50%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.32%	96.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.21%	96.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.92%	94.00%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	85.92%	94.05%
CHEMBL3691	Q13822	Autotaxin	85.66%	96.39%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.42%	95.71%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.16%	96.31%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.16%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.05%	95.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.88%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.75%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.63%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.21%	90.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.97%	93.10%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.86%	82.38%
CHEMBL3776	Q14790	Caspase-8	82.61%	97.06%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.02%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.00%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.83%	95.89%
CHEMBL202	P00374	Dihydrofolate reductase	81.76%	89.92%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.71%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.28%	96.90%
CHEMBL5028	O14672	ADAM10	80.56%	97.50%
CHEMBL204	P00734	Thrombin	80.50%	96.01%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.35%	95.34%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 162918929
• LOTUS: LTS0224161
• wikiData: Q104962122