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3-[(3S,6R,9Z,12S,15S,16R)-9-ethylidene-3-[4-(4-hydroxyphenyl)butyl]-15-[[(2R)-3-(4-hydroxyphenyl)-2-[[(2S)-3-methyl-2-[[(E)-2-methylbut-2-enoyl]amino]butanoyl]amino]propanoyl]amino]-12,16-dimethyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-6-yl]propanoic 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 84cde13c-aadc-4456-8bf4-6606b6f7cc77
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3-[(3S,6R,9Z,12S,15S,16R)-9-ethylidene-3-[4-(4-hydroxyphenyl)butyl]-15-[[(2R)-3-(4-hydroxyphenyl)-2-[[(2S)-3-methyl-2-[[(E)-2-methylbut-2-enoyl]amino]butanoyl]amino]propanoyl]amino]-12,16-dimethyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-6-yl]propanoic acid
SMILES (Canonical) CC=C1C(=O)NC(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)N1)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(C(C)C)NC(=O)C(=CC)C)C)CCCCC3=CC=C(C=C3)O)CCC(=O)O
SMILES (Isomeric) C/C=C\1/C(=O)N[C@@H](C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N1)C)NC(=O)[C@@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](C(C)C)NC(=O)/C(=C/C)/C)C)CCCCC3=CC=C(C=C3)O)CCC(=O)O
InChI InChI=1S/C47H63N7O13/c1-8-26(5)40(59)53-38(25(3)4)45(64)52-36(24-30-16-20-32(56)21-17-30)44(63)54-39-28(7)67-47(66)35(13-11-10-12-29-14-18-31(55)19-15-29)51-43(62)34(22-23-37(57)58)50-42(61)33(9-2)49-41(60)27(6)48-46(39)65/h8-9,14-21,25,27-28,34-36,38-39,55-56H,10-13,22-24H2,1-7H3,(H,48,65)(H,49,60)(H,50,61)(H,51,62)(H,52,64)(H,53,59)(H,54,63)(H,57,58)/b26-8+,33-9-/t27-,28+,34+,35-,36+,38-,39-/m0/s1
InChI Key OMLDTXZIISQLPN-WRIRPVGKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H63N7O13
Molecular Weight 934.00 g/mol
Exact Mass 933.44838509 g/mol
Topological Polar Surface Area (TPSA) 308.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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CHEMBL1889535
HMS3100G15
SMR001453689

2D Structure

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2D Structure of 3-[(3S,6R,9Z,12S,15S,16R)-9-ethylidene-3-[4-(4-hydroxyphenyl)butyl]-15-[[(2R)-3-(4-hydroxyphenyl)-2-[[(2S)-3-methyl-2-[[(E)-2-methylbut-2-enoyl]amino]butanoyl]amino]propanoyl]amino]-12,16-dimethyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-6-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7744 77.44%
Caco-2 - 0.8706 87.06%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7637 76.37%
OATP2B1 inhibitior - 0.5721 57.21%
OATP1B1 inhibitior + 0.7796 77.96%
OATP1B3 inhibitior + 0.9201 92.01%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9390 93.90%
BSEP inhibitior + 0.7800 78.00%
P-glycoprotein inhibitior + 0.7535 75.35%
P-glycoprotein substrate + 0.8890 88.90%
CYP3A4 substrate + 0.7222 72.22%
CYP2C9 substrate + 0.6148 61.48%
CYP2D6 substrate - 0.8891 88.91%
CYP3A4 inhibition + 0.5801 58.01%
CYP2C9 inhibition - 0.8047 80.47%
CYP2C19 inhibition - 0.7464 74.64%
CYP2D6 inhibition - 0.9135 91.35%
CYP1A2 inhibition - 0.8995 89.95%
CYP2C8 inhibition + 0.7248 72.48%
CYP inhibitory promiscuity - 0.7312 73.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8611 86.11%
Carcinogenicity (trinary) Non-required 0.5348 53.48%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.7901 79.01%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3975 39.75%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4934 49.34%
Acute Oral Toxicity (c) III 0.6360 63.60%
Estrogen receptor binding + 0.8062 80.62%
Androgen receptor binding + 0.7802 78.02%
Thyroid receptor binding + 0.5731 57.31%
Glucocorticoid receptor binding + 0.5600 56.00%
Aromatase binding + 0.5994 59.94%
PPAR gamma + 0.7640 76.40%
Honey bee toxicity - 0.7122 71.22%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9481 94.81%

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 99.64% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 99.23% 83.82%
CHEMBL3837 P07711 Cathepsin L 99.14% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.27% 91.11%
CHEMBL4072 P07858 Cathepsin B 97.10% 93.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.73% 94.45%
CHEMBL236 P41143 Delta opioid receptor 96.46% 99.35%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.19% 99.17%
CHEMBL1255126 O15151 Protein Mdm4 93.14% 90.20%
CHEMBL2514 O95665 Neurotensin receptor 2 92.68% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.83% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.53% 85.14%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.51% 85.11%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.51% 96.90%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.27% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.01% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.36% 95.56%
CHEMBL3468 P55210 Caspase-7 86.62% 95.68%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.55% 93.10%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 85.43% 100.00%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 83.87% 89.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.38% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.10% 89.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 83.00% 97.64%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.85% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.37% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.38% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.25% 85.31%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.16% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.08% 97.25%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.63% 92.32%
CHEMBL1937 Q92769 Histone deacetylase 2 80.62% 94.75%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.17% 85.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.02% 95.38%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.00% 95.50%

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 44246699
LOTUS LTS0145255
wikiData Q105194373