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3-[(3Z,6S,9R,15S,18R,21S,24S,27R,30S,31R)-15,21,24-tris(carboxymethyl)-30-[[(2S)-1,3-dihydroxy-2-[[hydroxy-(3-propyloxiran-2-yl)methylidene]amino]propylidene]amino]-5,8,11,14,17,20,23,26,29-nonahydroxy-9-[(1S)-2-hydroxy-2-imino-1-phosphonooxyethyl]-18-(4-hydroxyphenyl)-27-(1H-indol-3-ylmethyl)-3-(1H-indol-3-ylmethylidene)-31-methyl-2-oxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-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 57ca01d2-ff2c-43e3-aee5-4ccb24905577
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3-[(3Z,6S,9R,15S,18R,21S,24S,27R,30S,31R)-15,21,24-tris(carboxymethyl)-30-[[(2S)-1,3-dihydroxy-2-[[hydroxy-(3-propyloxiran-2-yl)methylidene]amino]propylidene]amino]-5,8,11,14,17,20,23,26,29-nonahydroxy-9-[(1S)-2-hydroxy-2-imino-1-phosphonooxyethyl]-18-(4-hydroxyphenyl)-27-(1H-indol-3-ylmethyl)-3-(1H-indol-3-ylmethylidene)-31-methyl-2-oxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-6-yl]propanoic acid
SMILES (Canonical) CCCC1C(O1)C(=NC(CO)C(=NC2C(OC(=O)C(=CC3=CNC4=CC=CC=C43)N=C(C(N=C(C(N=C(CN=C(C(N=C(C(N=C(C(N=C(C(N=C(C(N=C2O)CC5=CNC6=CC=CC=C65)O)CC(=O)O)O)CC(=O)O)O)C7=CC=C(C=C7)O)O)CC(=O)O)O)O)C(C(=N)O)OP(=O)(O)O)O)CCC(=O)O)O)C)O)O
SMILES (Isomeric) CCCC1C(O1)C(=N[C@@H](CO)C(=N[C@H]2[C@H](OC(=O)/C(=C/C3=CNC4=CC=CC=C43)/N=C([C@@H](N=C([C@H](N=C(CN=C([C@@H](N=C([C@H](N=C([C@@H](N=C([C@@H](N=C([C@H](N=C2O)CC5=CNC6=CC=CC=C65)O)CC(=O)O)O)CC(=O)O)O)C7=CC=C(C=C7)O)O)CC(=O)O)O)O)[C@@H](C(=N)O)OP(=O)(O)O)O)CCC(=O)O)O)C)O)O
InChI InChI=1S/C66H77N14O29P/c1-3-8-44-53(108-44)65(102)77-43(27-81)61(98)79-50-28(2)107-66(103)42(20-31-25-69-36-12-7-5-10-34(31)36)76-57(94)37(17-18-46(84)85)71-64(101)52(54(55(67)92)109-110(104,105)106)78-45(83)26-70-56(93)39(21-47(86)87)75-63(100)51(29-13-15-32(82)16-14-29)80-60(97)41(23-49(90)91)73-59(96)40(22-48(88)89)72-58(95)38(74-62(50)99)19-30-24-68-35-11-6-4-9-33(30)35/h4-7,9-16,20,24-25,28,37-41,43-44,50-54,68-69,81-82H,3,8,17-19,21-23,26-27H2,1-2H3,(H2,67,92)(H,70,93)(H,71,101)(H,72,95)(H,73,96)(H,74,99)(H,75,100)(H,76,94)(H,77,102)(H,78,83)(H,79,98)(H,80,97)(H,84,85)(H,86,87)(H,88,89)(H,90,91)(H2,104,105,106)/b42-20-/t28-,37+,38-,39+,40+,41+,43+,44?,50+,51-,52-,53?,54+/m1/s1
InChI Key HDBCLPTUKVHJRE-NHTRHERRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C66H77N14O29P
Molecular Weight 1561.40 g/mol
Exact Mass 1560.47184947 g/mol
Topological Polar Surface Area (TPSA) 729.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 23
H-Bond Donor 23
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3Z,6S,9R,15S,18R,21S,24S,27R,30S,31R)-15,21,24-tris(carboxymethyl)-30-[[(2S)-1,3-dihydroxy-2-[[hydroxy-(3-propyloxiran-2-yl)methylidene]amino]propylidene]amino]-5,8,11,14,17,20,23,26,29-nonahydroxy-9-[(1S)-2-hydroxy-2-imino-1-phosphonooxyethyl]-18-(4-hydroxyphenyl)-27-(1H-indol-3-ylmethyl)-3-(1H-indol-3-ylmethylidene)-31-methyl-2-oxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-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 + 0.8900 89.00%
Caco-2 - 0.8566 85.66%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4352 43.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7974 79.74%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7811 78.11%
BSEP inhibitior + 0.9781 97.81%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate + 0.8259 82.59%
CYP3A4 substrate + 0.7542 75.42%
CYP2C9 substrate + 0.5845 58.45%
CYP2D6 substrate - 0.8656 86.56%
CYP3A4 inhibition - 0.5341 53.41%
CYP2C9 inhibition - 0.7192 71.92%
CYP2C19 inhibition - 0.6780 67.80%
CYP2D6 inhibition - 0.8485 84.85%
CYP1A2 inhibition - 0.7258 72.58%
CYP2C8 inhibition + 0.8613 86.13%
CYP inhibitory promiscuity + 0.6092 60.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5216 52.16%
Eye corrosion - 0.9782 97.82%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.7580 75.80%
Skin corrosion - 0.9150 91.50%
Ames mutagenesis - 0.6091 60.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7411 74.11%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.6407 64.07%
skin sensitisation - 0.8290 82.90%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7224 72.24%
Acute Oral Toxicity (c) III 0.5495 54.95%
Estrogen receptor binding - 0.5076 50.76%
Androgen receptor binding + 0.7765 77.65%
Thyroid receptor binding + 0.7972 79.72%
Glucocorticoid receptor binding + 0.8250 82.50%
Aromatase binding + 0.7603 76.03%
PPAR gamma + 0.8125 81.25%
Honey bee toxicity - 0.6107 61.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9603 96.03%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.83% 91.49%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 99.05% 91.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.53% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.47% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.03% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.84% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.00% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 93.17% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.68% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.53% 99.17%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.28% 97.31%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 87.75% 97.64%
CHEMBL4040 P28482 MAP kinase ERK2 87.13% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.79% 92.62%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.48% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.28% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.62% 96.21%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.66% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 81.60% 98.59%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.84% 91.81%
CHEMBL1949 P62937 Cyclophilin A 80.68% 98.57%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.32% 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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There are no matching plants.

Cross-Links

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PubChem 102077143
LOTUS LTS0185331
wikiData Q105026245