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(2S)-2-[(3S,9S,12S,16R,19R,22R,25S,28R,31S,34S)-25-hydroxy-19-[(1S)-1-hydroxy-2-methylpropyl]-3-[(S)-hydroxy(phenyl)methyl]-28-(1H-indol-3-ylmethyl)-31-[(1S)-1-(4-methoxyphenyl)ethyl]-12,16-dimethyl-22-(2-methylpropyl)-2,5,8,11,14,18,21,24,27,30,33-undecaoxo-15-[[(E)-3-[2-[(Z)-prop-1-enyl]phenyl]prop-2-enoyl]amino]-17-oxa-1,4,7,10,13,20,23,26,29,32-decazabicyclo[32.3.0]heptatriacontan-9-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 cdba5720-019f-4b6c-a463-1662d72a0786
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2S)-2-[(3S,9S,12S,16R,19R,22R,25S,28R,31S,34S)-25-hydroxy-19-[(1S)-1-hydroxy-2-methylpropyl]-3-[(S)-hydroxy(phenyl)methyl]-28-(1H-indol-3-ylmethyl)-31-[(1S)-1-(4-methoxyphenyl)ethyl]-12,16-dimethyl-22-(2-methylpropyl)-2,5,8,11,14,18,21,24,27,30,33-undecaoxo-15-[[(E)-3-[2-[(Z)-prop-1-enyl]phenyl]prop-2-enoyl]amino]-17-oxa-1,4,7,10,13,20,23,26,29,32-decazabicyclo[32.3.0]heptatriacontan-9-yl]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C76H96N12O19/c1-11-20-46-21-15-16-22-47(46)30-33-56(89)82-60-44(9)107-76(105)62(63(91)40(4)5)86-66(94)53(35-39(2)3)81-72(100)73(101)87-67(95)54(36-49-37-77-52-26-18-17-25-51(49)52)80-70(98)58(41(6)45-28-31-50(106-10)32-29-45)85-68(96)55-27-19-34-88(55)74(102)61(64(92)48-23-13-12-14-24-48)83-57(90)38-78-69(97)59(42(7)75(103)104)84-65(93)43(8)79-71(60)99/h11-18,20-26,28-33,37,39-44,53-55,58-64,73,77,91-92,101H,19,27,34-36,38H2,1-10H3,(H,78,97)(H,79,99)(H,80,98)(H,81,100)(H,82,89)(H,83,90)(H,84,93)(H,85,96)(H,86,94)(H,87,95)(H,103,104)/b20-11-,33-30+/t41-,42-,43-,44+,53+,54+,55-,58-,59-,60?,61-,62+,63-,64-,73-/m0/s1
InChI Key KBZXKJZVXVXJFU-SIWTWJPCSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C76H96N12O19
Molecular Weight 1481.60 g/mol
Exact Mass 1480.69146888 g/mol
Topological Polar Surface Area (TPSA) 461.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 1.17
H-Bond Acceptor 18
H-Bond Donor 15
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(3S,9S,12S,16R,19R,22R,25S,28R,31S,34S)-25-hydroxy-19-[(1S)-1-hydroxy-2-methylpropyl]-3-[(S)-hydroxy(phenyl)methyl]-28-(1H-indol-3-ylmethyl)-31-[(1S)-1-(4-methoxyphenyl)ethyl]-12,16-dimethyl-22-(2-methylpropyl)-2,5,8,11,14,18,21,24,27,30,33-undecaoxo-15-[[(E)-3-[2-[(Z)-prop-1-enyl]phenyl]prop-2-enoyl]amino]-17-oxa-1,4,7,10,13,20,23,26,29,32-decazabicyclo[32.3.0]heptatriacontan-9-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 + 0.5954 59.54%
Caco-2 - 0.8623 86.23%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Nucleus 0.5680 56.80%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8036 80.36%
OATP1B3 inhibitior + 0.9213 92.13%
MATE1 inhibitior - 0.7664 76.64%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9426 94.26%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.8728 87.28%
CYP3A4 substrate + 0.7564 75.64%
CYP2C9 substrate - 0.8090 80.90%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.7021 70.21%
CYP2C9 inhibition - 0.8237 82.37%
CYP2C19 inhibition - 0.8176 81.76%
CYP2D6 inhibition - 0.9015 90.15%
CYP1A2 inhibition - 0.9018 90.18%
CYP2C8 inhibition + 0.8311 83.11%
CYP inhibitory promiscuity - 0.6832 68.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5588 55.88%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.7700 77.00%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.7354 73.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7003 70.03%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8781 87.81%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7819 78.19%
Acute Oral Toxicity (c) III 0.6647 66.47%
Estrogen receptor binding + 0.7049 70.49%
Androgen receptor binding + 0.7404 74.04%
Thyroid receptor binding + 0.6864 68.64%
Glucocorticoid receptor binding + 0.7660 76.60%
Aromatase binding + 0.6952 69.52%
PPAR gamma + 0.8027 80.27%
Honey bee toxicity - 0.6158 61.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8739 87.39%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.88% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.68% 85.14%
CHEMBL2581 P07339 Cathepsin D 99.60% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.18% 96.09%
CHEMBL333 P08253 Matrix metalloproteinase-2 98.88% 96.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.60% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 97.27% 92.97%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.93% 93.99%
CHEMBL221 P23219 Cyclooxygenase-1 95.77% 90.17%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.29% 97.64%
CHEMBL321 P14780 Matrix metalloproteinase 9 94.68% 92.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.30% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.82% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.42% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.01% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.80% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.20% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.88% 95.71%
CHEMBL5203 P33316 dUTP pyrophosphatase 88.67% 99.18%
CHEMBL4588 P22894 Matrix metalloproteinase 8 87.68% 94.66%
CHEMBL1902 P62942 FK506-binding protein 1A 86.76% 97.05%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.72% 94.80%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 85.69% 95.00%
CHEMBL4208 P20618 Proteasome component C5 85.37% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.83% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.70% 97.14%
CHEMBL1907 P15144 Aminopeptidase N 84.51% 93.31%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.20% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.05% 99.17%
CHEMBL4073 P09237 Matrix metalloproteinase 7 84.00% 97.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.95% 95.83%
CHEMBL2535 P11166 Glucose transporter 83.88% 98.75%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.76% 90.95%
CHEMBL4531 P17931 Galectin-3 83.40% 96.90%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.99% 90.08%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.70% 96.39%
CHEMBL2443 P49862 Kallikrein 7 81.29% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.97% 94.45%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.29% 83.10%

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 163009079
LOTUS LTS0192434
wikiData Q105138640