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(2R)-N-[(2R)-1-[[(2R)-1-[[(Z)-1-[[(3S,6S,12R,15R,16S)-3-(4-aminobutyl)-6-(2-aminoethyl)-12-[(2R)-butan-2-yl]-16-methyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-2-[[(2S)-2-[[(2R)-3-hydroxy-2-[[(2R)-1-[(Z)-2-[[(3S)-3-hydroxyoctanoyl]amino]but-2-enoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]pentanediamide

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 9dd61a06-2f6a-4358-87ca-e4825d5d66a7
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2R)-N-[(2R)-1-[[(2R)-1-[[(Z)-1-[[(3S,6S,12R,15R,16S)-3-(4-aminobutyl)-6-(2-aminoethyl)-12-[(2R)-butan-2-yl]-16-methyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-2-[[(2S)-2-[[(2R)-3-hydroxy-2-[[(2R)-1-[(Z)-2-[[(3S)-3-hydroxyoctanoyl]amino]but-2-enoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]pentanediamide
SMILES (Canonical) CCCCCC(CC(=O)NC(=CC)C(=O)N1CCCC1C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(=CC)C(=O)NC2C(OC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC2=O)C(C)CC)CCN)CCCCN)C)O
SMILES (Isomeric) CCCCC[C@@H](CC(=O)N/C(=C\C)/C(=O)N1CCC[C@@H]1C(=O)N[C@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CCC(=O)N)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](C(C)C)C(=O)N/C(=C\C)/C(=O)N[C@@H]2[C@@H](OC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](NC2=O)[C@H](C)CC)CCN)CCCCN)C)O
InChI InChI=1S/C92H159N21O24/c1-21-25-26-30-55(116)42-68(118)97-57(24-4)91(135)113-38-29-32-66(113)84(128)105-64(44-114)82(126)103-62(40-47(7)8)80(124)108-71(50(13)14)88(132)106-65(45-115)83(127)104-63(41-48(9)10)81(125)109-73(52(17)18)89(133)110-72(51(15)16)87(131)100-58(33-34-67(95)117)77(121)102-61(39-46(5)6)79(123)107-70(49(11)12)86(130)99-56(23-3)76(120)112-75-54(20)137-92(136)60(31-27-28-36-93)101-78(122)59(35-37-94)98-69(119)43-96-85(129)74(53(19)22-2)111-90(75)134/h23-24,46-55,58-66,70-75,114-116H,21-22,25-45,93-94H2,1-20H3,(H2,95,117)(H,96,129)(H,97,118)(H,98,119)(H,99,130)(H,100,131)(H,101,122)(H,102,121)(H,103,126)(H,104,127)(H,105,128)(H,106,132)(H,107,123)(H,108,124)(H,109,125)(H,110,133)(H,111,134)(H,112,120)/b56-23-,57-24-/t53-,54+,55+,58-,59+,60+,61-,62+,63-,64-,65+,66-,70-,71-,72-,73-,74-,75-/m1/s1
InChI Key WIHRLQAWWRZRCA-VFRMFFLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C92H159N21O24
Molecular Weight 1943.40 g/mol
Exact Mass 1942.18668502 g/mol
Topological Polar Surface Area (TPSA) 697.00 Ų
XlogP 2.60
Atomic LogP (AlogP) -3.27
H-Bond Acceptor 26
H-Bond Donor 23
Rotatable Bonds 55

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-N-[(2R)-1-[[(2R)-1-[[(Z)-1-[[(3S,6S,12R,15R,16S)-3-(4-aminobutyl)-6-(2-aminoethyl)-12-[(2R)-butan-2-yl]-16-methyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-2-[[(2S)-2-[[(2R)-3-hydroxy-2-[[(2R)-1-[(Z)-2-[[(3S)-3-hydroxyoctanoyl]amino]but-2-enoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]pentanediamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6269 62.69%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.5413 54.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8093 80.93%
OATP1B3 inhibitior + 0.9099 90.99%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9794 97.94%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8830 88.30%
CYP3A4 substrate + 0.7529 75.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8458 84.58%
CYP3A4 inhibition - 0.8100 81.00%
CYP2C9 inhibition - 0.8847 88.47%
CYP2C19 inhibition - 0.8808 88.08%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.8974 89.74%
CYP2C8 inhibition + 0.8069 80.69%
CYP inhibitory promiscuity - 0.9748 97.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5250 52.50%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.8954 89.54%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.9049 90.49%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7168 71.68%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5864 58.64%
skin sensitisation - 0.8525 85.25%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.8718 87.18%
Acute Oral Toxicity (c) III 0.6155 61.55%
Estrogen receptor binding - 0.4748 47.48%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding + 0.7236 72.36%
Glucocorticoid receptor binding + 0.8055 80.55%
Aromatase binding + 0.8054 80.54%
PPAR gamma + 0.7803 78.03%
Honey bee toxicity - 0.6556 65.56%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8374 83.74%

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
CHEMBL3837 P07711 Cathepsin L 99.96% 96.61%
CHEMBL2581 P07339 Cathepsin D 99.84% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 98.92% 93.10%
CHEMBL4588 P22894 Matrix metalloproteinase 8 98.90% 94.66%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 98.89% 92.38%
CHEMBL4801 P29466 Caspase-1 98.79% 96.85%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.69% 97.25%
CHEMBL1801 P00747 Plasminogen 98.54% 92.44%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 98.52% 95.20%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 98.48% 98.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.28% 96.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 98.08% 98.05%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 97.86% 96.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.64% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 97.43% 89.63%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 97.17% 97.64%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.15% 93.56%
CHEMBL2514 O95665 Neurotensin receptor 2 97.01% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 96.97% 98.10%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 96.68% 96.47%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.28% 91.11%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 96.26% 98.94%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 96.03% 88.42%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 95.95% 91.81%
CHEMBL3468 P55210 Caspase-7 95.80% 95.68%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.69% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 95.68% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 95.58% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.45% 90.08%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 95.24% 97.43%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 95.00% 97.50%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 94.48% 90.24%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 94.29% 82.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 93.68% 96.90%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.64% 98.75%
CHEMBL3176 O43603 Galanin receptor 2 92.78% 98.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.76% 92.86%
CHEMBL221 P23219 Cyclooxygenase-1 92.70% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.59% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 92.28% 93.18%
CHEMBL4123 P30989 Neurotensin receptor 1 92.21% 96.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.80% 93.00%
CHEMBL259 P32245 Melanocortin receptor 4 91.58% 95.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.50% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 91.49% 95.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.35% 90.71%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 91.11% 98.24%
CHEMBL236 P41143 Delta opioid receptor 89.99% 99.35%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.93% 88.56%
CHEMBL332 P03956 Matrix metalloproteinase-1 89.75% 94.50%
CHEMBL340 P08684 Cytochrome P450 3A4 89.61% 91.19%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 89.38% 100.00%
CHEMBL321 P14780 Matrix metalloproteinase 9 89.37% 92.12%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.16% 94.45%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 89.02% 92.32%
CHEMBL4071 P08311 Cathepsin G 88.66% 94.64%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.49% 94.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.29% 94.80%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.19% 82.69%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.89% 97.29%
CHEMBL333 P08253 Matrix metalloproteinase-2 87.22% 96.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.00% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 86.61% 98.59%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.01% 95.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.87% 95.83%
CHEMBL4625 Q07817 Apoptosis regulator Bcl-X 85.48% 99.77%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.07% 93.03%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.90% 90.24%
CHEMBL299 P17252 Protein kinase C alpha 84.74% 98.03%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 84.70% 94.55%
CHEMBL283 P08254 Matrix metalloproteinase 3 84.50% 97.29%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.98% 91.24%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.78% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.77% 95.89%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 83.74% 85.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.70% 96.00%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 83.67% 83.14%
CHEMBL1075317 P61964 WD repeat-containing protein 5 83.50% 96.33%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 82.81% 96.67%
CHEMBL5500 Q92831 Histone acetyltransferase PCAF 82.51% 91.96%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.13% 100.00%
CHEMBL325 Q13547 Histone deacetylase 1 81.93% 95.92%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.75% 91.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.92% 97.47%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.88% 91.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.51% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.10% 96.21%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Cross-Links

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PubChem 163056310
LOTUS LTS0110381
wikiData Q105306238