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(4R)-4-[[(2S,3R)-2-[[(3R)-3-hydroxydodecanoyl]amino]-3-methylpentanoyl]amino]-5-oxo-5-[[(3R,6R,9S,12S,15R,18R,21R,22R)-3,9,18-tris[(2S)-butan-2-yl]-15-[(2R)-butan-2-yl]-6,12-bis(hydroxymethyl)-22-methyl-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexazacyclodocos-21-yl]amino]pentanoic 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 306b3181-3e2a-48de-9bfc-30971f2b654b
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (4R)-4-[[(2S,3R)-2-[[(3R)-3-hydroxydodecanoyl]amino]-3-methylpentanoyl]amino]-5-oxo-5-[[(3R,6R,9S,12S,15R,18R,21R,22R)-3,9,18-tris[(2S)-butan-2-yl]-15-[(2R)-butan-2-yl]-6,12-bis(hydroxymethyl)-22-methyl-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexazacyclodocos-21-yl]amino]pentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C57H101N9O16/c1-13-19-20-21-22-23-24-25-37(69)28-41(70)61-43(31(7)14-2)52(76)58-38(26-27-42(71)72)49(73)66-48-36(12)82-57(81)47(35(11)18-6)65-51(75)40(30-68)60-53(77)44(32(8)15-3)62-50(74)39(29-67)59-54(78)45(33(9)16-4)63-55(79)46(34(10)17-5)64-56(48)80/h31-40,43-48,67-69H,13-30H2,1-12H3,(H,58,76)(H,59,78)(H,60,77)(H,61,70)(H,62,74)(H,63,79)(H,64,80)(H,65,75)(H,66,73)(H,71,72)/t31-,32+,33-,34+,35+,36-,37-,38-,39+,40-,43+,44+,45-,46-,47-,48-/m1/s1
InChI Key YLZWHXAFTZOANK-ORDSQMLGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C57H101N9O16
Molecular Weight 1168.50 g/mol
Exact Mass 1167.73662817 g/mol
Topological Polar Surface Area (TPSA) 386.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 15
H-Bond Donor 13
Rotatable Bonds 30

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-4-[[(2S,3R)-2-[[(3R)-3-hydroxydodecanoyl]amino]-3-methylpentanoyl]amino]-5-oxo-5-[[(3R,6R,9S,12S,15R,18R,21R,22R)-3,9,18-tris[(2S)-butan-2-yl]-15-[(2R)-butan-2-yl]-6,12-bis(hydroxymethyl)-22-methyl-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexazacyclodocos-21-yl]amino]pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6260 62.60%
Caco-2 - 0.8586 85.86%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5220 52.20%
OATP2B1 inhibitior - 0.8634 86.34%
OATP1B1 inhibitior + 0.8182 81.82%
OATP1B3 inhibitior + 0.8983 89.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9264 92.64%
P-glycoprotein inhibitior + 0.7391 73.91%
P-glycoprotein substrate + 0.8281 82.81%
CYP3A4 substrate + 0.6798 67.98%
CYP2C9 substrate - 0.5928 59.28%
CYP2D6 substrate - 0.8672 86.72%
CYP3A4 inhibition - 0.7121 71.21%
CYP2C9 inhibition - 0.9468 94.68%
CYP2C19 inhibition - 0.9454 94.54%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.9405 94.05%
CYP2C8 inhibition + 0.4826 48.26%
CYP inhibitory promiscuity - 0.9875 98.75%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6358 63.58%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.7927 79.27%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6435 64.35%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.6026 60.26%
skin sensitisation - 0.8893 88.93%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.8165 81.65%
Acute Oral Toxicity (c) III 0.6919 69.19%
Estrogen receptor binding + 0.7468 74.68%
Androgen receptor binding + 0.6617 66.17%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6460 64.60%
Aromatase binding + 0.6739 67.39%
PPAR gamma + 0.7597 75.97%
Honey bee toxicity - 0.8056 80.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5446 54.46%
Fish aquatic toxicity - 0.5152 51.52%

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 99.51% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.52% 99.17%
CHEMBL3776 Q14790 Caspase-8 96.39% 97.06%
CHEMBL4801 P29466 Caspase-1 95.14% 96.85%
CHEMBL4588 P22894 Matrix metalloproteinase 8 94.99% 94.66%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.84% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.41% 97.29%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 94.27% 92.08%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.24% 90.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.75% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 92.15% 96.90%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.25% 99.23%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.01% 98.05%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.38% 96.47%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.66% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 88.35% 98.03%
CHEMBL2514 O95665 Neurotensin receptor 2 87.99% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 86.64% 96.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 86.44% 95.00%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 86.26% 93.85%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 86.09% 91.81%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 86.04% 85.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.51% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.03% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.61% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.53% 89.50%
CHEMBL3837 P07711 Cathepsin L 84.29% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 84.22% 91.19%
CHEMBL1255126 O15151 Protein Mdm4 83.88% 90.20%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 83.78% 97.64%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 83.39% 90.24%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 82.93% 97.50%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 82.50% 97.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.36% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.17% 92.86%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.82% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.20% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 80.96% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.65% 92.88%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.50% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.44% 97.09%
CHEMBL256 P0DMS8 Adenosine A3 receptor 80.05% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.00% 97.14%

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.
There are no matching plants.

Cross-Links

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PubChem 154497298
LOTUS LTS0210519
wikiData Q105350420