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(2R)-2-[(3R,6R,9Z,12R,15R,18S,21R,24S,27R)-21,24-bis(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-27-[[(3S)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid

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 e839f7e9-045a-4d1e-99b3-6c9d8ac12d2f
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2R)-2-[(3R,6R,9Z,12R,15R,18S,21R,24S,27R)-21,24-bis(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-27-[[(3S)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H87ClN12O18/c1-4-6-7-8-9-10-11-12-13-15-28(66)24-36(68)55-34-26-81-50(80)38(35(67)25-51)62-48(77)39(40(69)49(78)79)63-41(70)29(5-2)56-47(76)37(27(3)65)61-45(74)30(16-14-20-52)57-44(73)33(19-23-64)60-43(72)31(17-21-53)58-42(71)32(18-22-54)59-46(34)75/h5,27-28,30-35,37-40,64-67,69H,4,6-26,52-54H2,1-3H3,(H,55,68)(H,56,76)(H,57,73)(H,58,71)(H,59,75)(H,60,72)(H,61,74)(H,62,77)(H,63,70)(H,78,79)/b29-5-/t27-,28-,30+,31+,32-,33-,34+,35+,37+,38+,39+,40+/m0/s1
InChI Key SOKGGVHELUKAFO-ZWILIRDESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C50H87ClN12O18
Molecular Weight 1179.70 g/mol
Exact Mass 1178.5949817 g/mol
Topological Polar Surface Area (TPSA) 505.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -5.64
H-Bond Acceptor 20
H-Bond Donor 18
Rotatable Bonds 27

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(3R,6R,9Z,12R,15R,18S,21R,24S,27R)-21,24-bis(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-27-[[(3S)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5774 57.74%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4866 48.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior + 0.9185 91.85%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8706 87.06%
P-glycoprotein inhibitior + 0.7411 74.11%
P-glycoprotein substrate + 0.8517 85.17%
CYP3A4 substrate + 0.7137 71.37%
CYP2C9 substrate - 0.8013 80.13%
CYP2D6 substrate - 0.8530 85.30%
CYP3A4 inhibition - 0.7329 73.29%
CYP2C9 inhibition - 0.8833 88.33%
CYP2C19 inhibition - 0.8609 86.09%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.8636 86.36%
CYP2C8 inhibition + 0.6690 66.90%
CYP inhibitory promiscuity - 0.9805 98.05%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.5061 50.61%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.8966 89.66%
Skin irritation - 0.7526 75.26%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3625 36.25%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5353 53.53%
skin sensitisation - 0.8413 84.13%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.8937 89.37%
Acute Oral Toxicity (c) III 0.6593 65.93%
Estrogen receptor binding + 0.7337 73.37%
Androgen receptor binding + 0.6956 69.56%
Thyroid receptor binding - 0.5076 50.76%
Glucocorticoid receptor binding + 0.5819 58.19%
Aromatase binding + 0.6708 67.08%
PPAR gamma + 0.7156 71.56%
Honey bee toxicity - 0.7756 77.56%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5008 50.08%
Fish aquatic toxicity + 0.6775 67.75%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.70% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 99.59% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.30% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 98.62% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 97.41% 97.29%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 96.82% 96.47%
CHEMBL2581 P07339 Cathepsin D 96.52% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 96.21% 92.88%
CHEMBL299 P17252 Protein kinase C alpha 95.31% 98.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.27% 99.17%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 94.76% 95.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 94.50% 95.50%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 94.48% 96.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.88% 89.34%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 93.88% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.37% 97.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 93.23% 95.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.23% 94.80%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 91.67% 95.20%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.88% 96.90%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 90.04% 92.32%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.92% 98.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.13% 100.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 88.87% 94.66%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.60% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.70% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.63% 90.71%
CHEMBL4581 P52732 Kinesin-like protein 1 87.43% 93.18%
CHEMBL221 P23219 Cyclooxygenase-1 86.90% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 86.37% 95.93%
CHEMBL3837 P07711 Cathepsin L 86.37% 96.61%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.19% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 85.79% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.94% 100.00%
CHEMBL236 P41143 Delta opioid receptor 84.48% 99.35%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.46% 89.50%
CHEMBL2885 P07451 Carbonic anhydrase III 84.41% 87.45%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.97% 91.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.68% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.64% 93.56%
CHEMBL2514 O95665 Neurotensin receptor 2 83.32% 100.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.01% 92.29%
CHEMBL3384 Q16512 Protein kinase N1 82.46% 80.71%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 82.25% 94.55%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.46% 96.33%
CHEMBL1937 Q92769 Histone deacetylase 2 81.45% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.00% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.95% 97.25%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.88% 98.33%
CHEMBL3401 O75469 Pregnane X receptor 80.57% 94.73%

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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There are no matching plants.

Cross-Links

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PubChem 162880792
LOTUS LTS0195908
wikiData Q105256993