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Elisidepsin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 20c2bd5d-f7fe-4d05-895c-a840fd37ce35
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2R)-N-[(2S)-5-amino-1-[[(2R,3S)-1-[[(3S,6Z,9S,12R,15R,18R,19R)-9-benzyl-15-[(2S)-butan-2-yl]-6-ethylidene-19-methyl-2,5,8,11,14,17-hexaoxo-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]-1-[(2R)-2-[[(2S)-2-[[(2S,3R)-3-hydroxy-2-[[(2R)-3-methyl-2-[[(4S)-4-methylhexanoyl]amino]butanoyl]amino]butanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carboxamide
SMILES (Canonical) CCC(C)CCC(=O)NC(C(C)C)C(=O)NC(C(C)O)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)N1CCCC1C(=O)NC(CCCN)C(=O)NC(C(C)CC)C(=O)NC2C(OC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)C(C)CC)C(C)C)CC3=CC=CC=C3)C(C)C)C
SMILES (Isomeric) CC[C@H](C)CCC(=O)N[C@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](CCCN)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]2[C@H](OC(=O)[C@@H](NC(=O)/C(=C/C)/NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC2=O)[C@@H](C)CC)C(C)C)CC3=CC=CC=C3)C(C)C)C
InChI InChI=1S/C75H124N14O16/c1-20-43(15)33-34-53(91)80-54(38(5)6)68(97)87-61(46(18)90)72(101)82-56(40(9)10)69(98)83-57(41(11)12)74(103)89-36-28-32-52(89)66(95)78-50(31-27-35-76)64(93)85-59(44(16)21-2)71(100)88-62-47(19)105-75(104)58(42(13)14)84-63(92)49(23-4)77-65(94)51(37-48-29-25-24-26-30-48)79-67(96)55(39(7)8)81-70(99)60(45(17)22-3)86-73(62)102/h23-26,29-30,38-47,50-52,54-62,90H,20-22,27-28,31-37,76H2,1-19H3,(H,77,94)(H,78,95)(H,79,96)(H,80,91)(H,81,99)(H,82,101)(H,83,98)(H,84,92)(H,85,93)(H,86,102)(H,87,97)(H,88,100)/b49-23-/t43-,44-,45-,46+,47+,50-,51-,52+,54+,55+,56-,57+,58-,59+,60+,61-,62+/m0/s1
InChI Key ZNVCPJPCKSJWDH-UCTDCHLSSA-N
Popularity 41 references in papers

Physical and Chemical Properties

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Molecular Formula C75H124N14O16
Molecular Weight 1477.90 g/mol
Exact Mass 1476.93197392 g/mol
Topological Polar Surface Area (TPSA) 442.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 17
H-Bond Donor 14
Rotatable Bonds 33

Synonyms

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Elisidepsin [INN]
Irvalec
681272-30-0
UNII-0FWR494EC9
0FWR494EC9
13,8-Anhydro(N-((4S)-4-Methylhexanoyl)-D-valyl-L-threonyl-L-valyl-D-valyl-D-prolyl-L-ornithyl-D-alloisoleucyl-D-allothreonyl-D-alloisoleucyl-D-valyl-L-phenylalanyl-(2Z)-2-aminobut-2-enoyl-L-valine)
1-[N-[(4S)-4-methyl-1-oxohexyl]-D-valine]kahalalide F
1-(N-((4S)-4-METHYL-1-OXOHEXYL)-D-VALINE)KAHALALIDE F
ISOKAHALALIDE F
ELISIDEPSIN [MI]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Elisidepsin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5698 56.98%
Caco-2 - 0.8623 86.23%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4956 49.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8163 81.63%
OATP1B3 inhibitior + 0.9168 91.68%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9817 98.17%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8791 87.91%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8282 82.82%
CYP3A4 inhibition - 0.5221 52.21%
CYP2C9 inhibition - 0.8617 86.17%
CYP2C19 inhibition - 0.8422 84.22%
CYP2D6 inhibition - 0.9161 91.61%
CYP1A2 inhibition - 0.8803 88.03%
CYP2C8 inhibition + 0.7765 77.65%
CYP inhibitory promiscuity - 0.9409 94.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5650 56.50%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.7651 76.51%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7206 72.06%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.6427 64.27%
skin sensitisation - 0.8542 85.42%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6289 62.89%
Acute Oral Toxicity (c) III 0.6019 60.19%
Estrogen receptor binding + 0.6652 66.52%
Androgen receptor binding + 0.7019 70.19%
Thyroid receptor binding + 0.6984 69.84%
Glucocorticoid receptor binding + 0.7853 78.53%
Aromatase binding + 0.7499 74.99%
PPAR gamma + 0.7917 79.17%
Honey bee toxicity - 0.6827 68.27%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8939 89.39%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.80% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.18% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 98.36% 98.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.96% 91.11%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 96.76% 97.64%
CHEMBL2514 O95665 Neurotensin receptor 2 96.68% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 96.65% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.62% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.34% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.66% 90.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.34% 96.47%
CHEMBL230 P35354 Cyclooxygenase-2 95.33% 89.63%
CHEMBL4588 P22894 Matrix metalloproteinase 8 94.27% 94.66%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 93.60% 82.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.56% 97.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.89% 88.56%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 91.80% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.67% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.65% 100.00%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 91.36% 88.42%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.06% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.07% 93.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.72% 93.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 89.28% 96.31%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 88.62% 98.24%
CHEMBL255 P29275 Adenosine A2b receptor 88.52% 98.59%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.45% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.50% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.41% 90.71%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 86.94% 95.00%
CHEMBL4581 P52732 Kinesin-like protein 1 84.95% 93.18%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 84.18% 96.03%
CHEMBL4072 P07858 Cathepsin B 82.77% 93.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.73% 99.23%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.93% 100.00%
CHEMBL204 P00734 Thrombin 81.71% 96.01%
CHEMBL340 P08684 Cytochrome P450 3A4 81.46% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.03% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Rheum australe

Cross-Links

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PubChem 9855343
NPASS NPC280318