Didemnin Y

Details

• Internal ID: 3058744e-e687-46ae-b3f9-25bd3bcca6f7
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (4S)-4-[[(2S)-5-amino-2-[[(2S)-5-amino-2-[[(2S)-5-amino-2-[[(3R)-3-hydroxydecanoyl]amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]amino]-5-[(2S)-1-[(2S)-2-[[(2R)-1-[[(3S,6S,8S,12S,13S,16S,17S,20S,23S)-13-[(2S)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-methylcarbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]oxy-5-oxopentanoic acid
• SMILES (Canonical): CCCCCCCC(CC(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)O)C(=O)OC(C)C(=O)N1CCCC1C(=O)N(C)C(CC(C)C)C(=O)NC2C(OC(=O)C(N(C(=O)C3CCCN3C(=O)C(NC(=O)C(C(=O)C(OC(=O)CC(C(NC2=O)C(C)CC)O)C(C)C)C)CC(C)C)C)CC4=CC=C(C=C4)OC)C)O
• SMILES (Isomeric): CCCCCCC[C@H](CC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N(C)[C@H](CC(C)C)C(=O)N[C@H]2[C@@H](OC(=O)[C@@H](N(C(=O)[C@@H]3CCCN3C(=O)[C@@H](NC(=O)[C@H](C(=O)[C@@H](OC(=O)C[C@@H]([C@@H](NC2=O)[C@@H](C)CC)O)C(C)C)C)CC(C)C)C)CC4=CC=C(C=C4)OC)C)O
• InChI: InChI=1S/C87H138N14O26/c1-16-18-19-20-21-24-54(102)44-69(107)91-56(31-35-66(88)104)77(113)92-57(32-36-67(89)105)78(114)93-58(33-37-68(90)106)79(115)94-59(34-38-70(108)109)86(122)126-52(12)82(118)100-39-22-25-61(100)84(120)98(13)63(42-47(5)6)80(116)97-73-51(11)125-87(123)64(43-53-27-29-55(124-15)30-28-53)99(14)85(121)62-26-23-40-101(62)83(119)60(41-46(3)4)95-76(112)50(10)74(111)75(48(7)8)127-71(110)45-65(103)72(49(9)17-2)96-81(73)117/h27-30,46-52,54,56-65,72-73,75,102-103H,16-26,31-45H2,1-15H3,(H2,88,104)(H2,89,105)(H2,90,106)(H,91,107)(H,92,113)(H,93,114)(H,94,115)(H,95,112)(H,96,117)(H,97,116)(H,108,109)/t49-,50-,51-,52-,54+,56-,57-,58-,59-,60-,61-,62-,63+,64-,65-,72-,73-,75-/m0/s1
• InChI Key: GXKAOWYTJPGGBI-BHTIDRDUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₇H₁₃₈N₁₄O₂₆
• Molecular Weight: 1796.10 g/mol
• Exact Mass: 1794.99067056 g/mol
• Topological Polar Surface Area (TPSA): 597.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 44

Synonyms

• CHEMBL510086

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6445	64.45%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4867	48.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7978	79.78%
OATP1B3 inhibitior	+	0.9103	91.03%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9569	95.69%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8774	87.74%
CYP3A4 substrate	+	0.7644	76.44%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.7762	77.62%
CYP2C9 inhibition	-	0.8907	89.07%
CYP2C19 inhibition	-	0.8878	88.78%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	-	0.9473	94.73%
CYP2C8 inhibition	+	0.8486	84.86%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6134	61.34%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.5748	57.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7289	72.89%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8800	88.00%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8914	89.14%
Acute Oral Toxicity (c)	III	0.5961	59.61%
Estrogen receptor binding	-	0.5220	52.20%
Androgen receptor binding	+	0.7726	77.26%
Thyroid receptor binding	+	0.7761	77.61%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.8010	80.10%
PPAR gamma	+	0.8007	80.07%
Honey bee toxicity	-	0.6120	61.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5665	56.65%
Fish aquatic toxicity	+	0.8718	87.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.99%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.93%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.83%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.98%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	98.75%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	97.93%	90.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.01%	94.66%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	96.80%	82.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.36%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	95.93%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.64%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL332	P03956	Matrix metalloproteinase-1	95.45%	94.50%
CHEMBL261	P00915	Carbonic anhydrase I	94.94%	96.76%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.88%	98.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	94.77%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.71%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.64%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.61%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.56%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	94.17%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.09%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.82%	92.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	92.61%	96.00%
CHEMBL4801	P29466	Caspase-1	92.50%	96.85%
CHEMBL283	P08254	Matrix metalloproteinase 3	91.70%	97.29%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.60%	97.86%
CHEMBL1902	P62942	FK506-binding protein 1A	91.42%	97.05%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	91.22%	82.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.12%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.94%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.69%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.61%	91.81%
CHEMBL205	P00918	Carbonic anhydrase II	90.56%	98.44%
CHEMBL1865	Q9UBN7	Histone deacetylase 6	90.06%	97.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.48%	94.45%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	87.76%	98.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.71%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.95%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.47%	82.69%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.91%	92.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.30%	85.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.73%	96.31%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.56%	96.25%
CHEMBL2443	P49862	Kallikrein 7	82.50%	94.00%
CHEMBL236	P41143	Delta opioid receptor	82.49%	99.35%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.47%	99.18%
CHEMBL2535	P11166	Glucose transporter	82.25%	98.75%
CHEMBL321	P14780	Matrix metalloproteinase 9	81.44%	92.12%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.52%	94.33%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.10%	96.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44592546
• LOTUS: LTS0228202
• wikiData: Q105023129