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(2R)-N-[(2R)-1-[[(2S)-1-[[(Z)-1-[[(3R,6R,9S,12S,15S,16R)-3-(4-aminobutyl)-6-(2-aminoethyl)-12-[(2S)-butan-2-yl]-9-(2-hydroxyethyl)-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-[[(2S)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-2-[[(2S)-2-[[(2R)-3-hydroxy-2-[[(2S)-1-[(Z)-2-[[(3S)-3-hydroxyheptanoyl]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 447b8305-4e66-490f-b07c-dd761eef0631
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2R)-N-[(2R)-1-[[(2S)-1-[[(Z)-1-[[(3R,6R,9S,12S,15S,16R)-3-(4-aminobutyl)-6-(2-aminoethyl)-12-[(2S)-butan-2-yl]-9-(2-hydroxyethyl)-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-[[(2S)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-2-[[(2S)-2-[[(2R)-3-hydroxy-2-[[(2S)-1-[(Z)-2-[[(3S)-3-hydroxyheptanoyl]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) CCCCC(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)C(NC(=O)C(NC2=O)C(C)CC)CCO)CCN)CCCCN)C)O
SMILES (Isomeric) CCCC[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)[C@@H](NC(=O)[C@@H](NC2=O)[C@@H](C)CC)CCO)CCN)CCCCN)C)O
InChI InChI=1S/C93H161N21O25/c1-21-25-29-55(118)43-69(120)97-57(24-4)92(137)114-38-28-31-67(114)85(130)106-65(44-116)83(128)104-63(41-47(7)8)81(126)109-71(50(13)14)88(133)107-66(45-117)84(129)105-64(42-48(9)10)82(127)110-73(52(17)18)89(134)111-72(51(15)16)87(132)100-58(32-33-68(96)119)77(122)103-62(40-46(5)6)80(125)108-70(49(11)12)86(131)98-56(23-3)76(121)113-75-54(20)139-93(138)61(30-26-27-36-94)102-78(123)59(34-37-95)99-79(124)60(35-39-115)101-90(135)74(53(19)22-2)112-91(75)136/h23-24,46-55,58-67,70-75,115-118H,21-22,25-45,94-95H2,1-20H3,(H2,96,119)(H,97,120)(H,98,131)(H,99,124)(H,100,132)(H,101,135)(H,102,123)(H,103,122)(H,104,128)(H,105,129)(H,106,130)(H,107,133)(H,108,125)(H,109,126)(H,110,127)(H,111,134)(H,112,136)(H,113,121)/b56-23-,57-24-/t53-,54+,55-,58+,59+,60-,61+,62+,63-,64+,65+,66-,67-,70-,71+,72+,73-,74-,75-/m0/s1
InChI Key CUZXLJGPMDNJSI-SNJLTZIISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C93H161N21O25
Molecular Weight 1973.40 g/mol
Exact Mass 1972.19724971 g/mol
Topological Polar Surface Area (TPSA) 717.00 Ų
XlogP 1.70
Atomic LogP (AlogP) -3.91
H-Bond Acceptor 27
H-Bond Donor 24
Rotatable Bonds 56

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-N-[(2R)-1-[[(2S)-1-[[(Z)-1-[[(3R,6R,9S,12S,15S,16R)-3-(4-aminobutyl)-6-(2-aminoethyl)-12-[(2S)-butan-2-yl]-9-(2-hydroxyethyl)-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-[[(2S)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-2-[[(2S)-2-[[(2R)-3-hydroxy-2-[[(2S)-1-[(Z)-2-[[(3S)-3-hydroxyheptanoyl]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 + 0.7098 70.98%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.5340 53.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8121 81.21%
OATP1B3 inhibitior + 0.9159 91.59%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9790 97.90%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8776 87.76%
CYP3A4 substrate + 0.7489 74.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8458 84.58%
CYP3A4 inhibition - 0.8681 86.81%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition - 0.8789 87.89%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.9022 90.22%
CYP2C8 inhibition + 0.7857 78.57%
CYP inhibitory promiscuity - 0.9770 97.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.8954 89.54%
Skin irritation - 0.7559 75.59%
Skin corrosion - 0.9073 90.73%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7060 70.60%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.5239 52.39%
skin sensitisation - 0.8526 85.26%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.8365 83.65%
Acute Oral Toxicity (c) III 0.5838 58.38%
Estrogen receptor binding - 0.4759 47.59%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding + 0.7234 72.34%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding + 0.8052 80.52%
PPAR gamma + 0.7808 78.08%
Honey bee toxicity - 0.6768 67.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8160 81.60%

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 99.98% 96.61%
CHEMBL2581 P07339 Cathepsin D 99.78% 98.95%
CHEMBL4801 P29466 Caspase-1 99.10% 96.85%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 98.91% 92.38%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 98.89% 98.33%
CHEMBL237 P41145 Kappa opioid receptor 98.50% 98.10%
CHEMBL4588 P22894 Matrix metalloproteinase 8 98.20% 94.66%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.12% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 98.11% 93.56%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 97.63% 95.20%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 97.51% 97.64%
CHEMBL230 P35354 Cyclooxygenase-2 97.45% 89.63%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 97.44% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.30% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 97.16% 98.05%
CHEMBL2514 O95665 Neurotensin receptor 2 97.14% 100.00%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 96.49% 96.11%
CHEMBL1801 P00747 Plasminogen 96.20% 92.44%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 95.88% 88.42%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 95.82% 91.81%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.71% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.57% 99.17%
CHEMBL3468 P55210 Caspase-7 95.35% 95.68%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.30% 90.08%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 94.99% 98.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.96% 97.14%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 94.57% 97.50%
CHEMBL4123 P30989 Neurotensin receptor 1 94.44% 96.67%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 93.39% 93.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 93.18% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 93.14% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.97% 100.00%
CHEMBL4072 P07858 Cathepsin B 92.91% 93.67%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 92.71% 95.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 92.65% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 92.30% 91.19%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 92.21% 92.32%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 92.11% 82.38%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 91.92% 97.43%
CHEMBL259 P32245 Melanocortin receptor 4 91.76% 95.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.53% 90.71%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.50% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.05% 95.56%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 90.98% 98.24%
CHEMBL3176 O43603 Galanin receptor 2 90.92% 98.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.92% 96.90%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.73% 82.69%
CHEMBL4581 P52732 Kinesin-like protein 1 90.58% 93.18%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.05% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.74% 100.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 89.21% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.13% 97.29%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.40% 88.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.12% 94.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.10% 92.88%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.99% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.78% 93.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.94% 97.47%
CHEMBL332 P03956 Matrix metalloproteinase-1 86.43% 94.50%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 86.01% 85.00%
CHEMBL1075317 P61964 WD repeat-containing protein 5 85.46% 96.33%
CHEMBL321 P14780 Matrix metalloproteinase 9 84.45% 92.12%
CHEMBL333 P08253 Matrix metalloproteinase-2 84.09% 96.31%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.02% 89.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.97% 90.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.66% 95.83%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.59% 85.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.15% 96.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.14% 93.03%
CHEMBL4625 Q07817 Apoptosis regulator Bcl-X 82.86% 99.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.48% 96.00%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 82.42% 96.67%
CHEMBL299 P17252 Protein kinase C alpha 82.31% 98.03%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 82.03% 97.23%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.53% 96.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.51% 94.80%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 81.26% 94.55%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.22% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.13% 95.89%

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 163103751
LOTUS LTS0136970
wikiData Q104970602