(2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-8-[(2S)-butan-2-yl]-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-[(1R)-1-hydroxyethyl]-15-[2-(4-hydroxyphenyl)ethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S)-1-formylpyrrolidine-2-carbonyl]amino]pentanediamide
| Internal ID | 3087ceaf-c82c-47e4-a483-08a387d8c58e |
| Taxonomy | Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides |
| IUPAC Name | (2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-8-[(2S)-butan-2-yl]-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-[(1R)-1-hydroxyethyl]-15-[2-(4-hydroxyphenyl)ethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S)-1-formylpyrrolidine-2-carbonyl]amino]pentanediamide |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C50H68ClN9O15/c1-6-25(2)40-50(74)75-27(4)41(57-44(68)33(16-19-38(52)65)53-45(69)35-8-7-21-59(35)24-61)47(71)54-32(15-11-28-9-13-30(63)14-10-28)43(67)55-34-17-20-39(66)60(48(34)72)42(26(3)62)49(73)58(5)36(46(70)56-40)23-29-12-18-37(64)31(51)22-29/h9-10,12-14,18,22,24-27,32-36,39-42,62-64,66H,6-8,11,15-17,19-21,23H2,1-5H3,(H2,52,65)(H,53,69)(H,54,71)(H,55,67)(H,56,70)(H,57,68)/t25-,26+,27+,32-,33-,34-,35-,36-,39+,40-,41-,42-/m0/s1 |
| InChI Key | BHWMXGSIUOZDBI-IUSINCHMSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C50H68ClN9O15 |
| Molecular Weight | 1070.60 g/mol |
| Exact Mass | 1069.4523402 g/mol |
| Topological Polar Surface Area (TPSA) | 357.00 Ų |
| XlogP | 1.80 |
| Atomic LogP (AlogP) | -1.25 |
| H-Bond Acceptor | 15 |
| H-Bond Donor | 10 |
| Rotatable Bonds | 16 |
| There are no found synonyms. |
![2D Structure of (2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-8-[(2S)-butan-2-yl]-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-[(1R)-1-hydroxyethyl]-15-[2-(4-hydroxyphenyl)ethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S)-1-formylpyrrolidine-2-carbonyl]amino]pentanediamide](https://plantaedb.com/storage/docs/compounds/2023/11/b76a0370-85e1-11ee-9706-6b0fffe10312.jpg "2D Structure of (2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-8-[(2S)-butan-2-yl]-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-[(1R)-1-hydroxyethyl]-15-[2-(4-hydroxyphenyl)ethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S)-1-formylpyrrolidine-2-carbonyl]amino]pentanediamide")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.7667 | 76.67% |
| Caco-2 | - | 0.8672 | 86.72% |
| Blood Brain Barrier | - | 0.8250 | 82.50% |
| Human oral bioavailability | - | 0.6143 | 61.43% |
| Subcellular localzation | Lysosomes | 0.4442 | 44.42% |
| OATP2B1 inhibitior | - | 0.8573 | 85.73% |
| OATP1B1 inhibitior | + | 0.8067 | 80.67% |
| OATP1B3 inhibitior | + | 0.9289 | 92.89% |
| MATE1 inhibitior | - | 0.7800 | 78.00% |
| OCT2 inhibitior | - | 0.8294 | 82.94% |
| BSEP inhibitior | + | 0.9100 | 91.00% |
| P-glycoprotein inhibitior | + | 0.7442 | 74.42% |
| P-glycoprotein substrate | + | 0.8782 | 87.82% |
| CYP3A4 substrate | + | 0.7520 | 75.20% |
| CYP2C9 substrate | - | 0.6060 | 60.60% |
| CYP2D6 substrate | - | 0.8390 | 83.90% |
| CYP3A4 inhibition | - | 0.8709 | 87.09% |
| CYP2C9 inhibition | - | 0.8758 | 87.58% |
| CYP2C19 inhibition | - | 0.8432 | 84.32% |
| CYP2D6 inhibition | - | 0.7810 | 78.10% |
| CYP1A2 inhibition | - | 0.8858 | 88.58% |
| CYP2C8 inhibition | + | 0.8165 | 81.65% |
| CYP inhibitory promiscuity | - | 0.9601 | 96.01% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.7100 | 71.00% |
| Carcinogenicity (trinary) | Non-required | 0.5347 | 53.47% |
| Eye corrosion | - | 0.9882 | 98.82% |
| Eye irritation | - | 0.9008 | 90.08% |
| Skin irritation | - | 0.7809 | 78.09% |
| Skin corrosion | - | 0.9320 | 93.20% |
| Ames mutagenesis | - | 0.5654 | 56.54% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6810 | 68.10% |
| Micronuclear | + | 0.9000 | 90.00% |
| Hepatotoxicity | + | 0.5551 | 55.51% |
| skin sensitisation | - | 0.8740 | 87.40% |
| Respiratory toxicity | + | 0.8444 | 84.44% |
| Reproductive toxicity | + | 0.9778 | 97.78% |
| Mitochondrial toxicity | + | 0.9250 | 92.50% |
| Nephrotoxicity | - | 0.8649 | 86.49% |
| Acute Oral Toxicity (c) | III | 0.6244 | 62.44% |
| Estrogen receptor binding | + | 0.7913 | 79.13% |
| Androgen receptor binding | + | 0.7430 | 74.30% |
| Thyroid receptor binding | + | 0.6136 | 61.36% |
| Glucocorticoid receptor binding | + | 0.6066 | 60.66% |
| Aromatase binding | + | 0.6415 | 64.15% |
| PPAR gamma | + | 0.7943 | 79.43% |
| Honey bee toxicity | - | 0.6621 | 66.21% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | - | 0.5400 | 54.00% |
| Fish aquatic toxicity | + | 0.9588 | 95.88% |
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 | 99.85% | 98.95% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 99.59% | 94.45% |
| CHEMBL3837 | P07711 | Cathepsin L | 99.02% | 96.61% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.60% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.16% | 96.09% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 97.04% | 95.93% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 96.30% | 95.89% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 96.23% | 90.08% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 96.23% | 95.56% |
| CHEMBL4835 | P00338 | L-lactate dehydrogenase A chain | 95.41% | 95.34% |
| CHEMBL4072 | P07858 | Cathepsin B | 94.77% | 93.67% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 94.35% | 98.59% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 94.28% | 97.09% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 94.00% | 90.00% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 93.96% | 90.71% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 93.07% | 97.14% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 91.54% | 91.19% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 91.48% | 93.56% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 91.16% | 95.00% |
| CHEMBL4296 | Q15858 | Sodium channel protein type IX alpha subunit | 91.06% | 96.11% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 91.03% | 93.03% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 89.57% | 99.17% |
| CHEMBL5852 | Q96P65 | Pyroglutamylated RFamide peptide receptor | 89.44% | 85.00% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 89.13% | 89.00% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 89.10% | 97.25% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.04% | 86.33% |
| CHEMBL2693 | Q9UIQ6 | Cystinyl aminopeptidase | 88.65% | 97.64% |
| CHEMBL2083 | P15090 | Fatty acid binding protein adipocyte | 88.25% | 95.71% |
| CHEMBL2514 | O95665 | Neurotensin receptor 2 | 88.16% | 100.00% |
| CHEMBL3437 | Q16853 | Amine oxidase, copper containing | 88.05% | 94.00% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 87.71% | 96.90% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 87.63% | 100.00% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 87.36% | 95.50% |
| CHEMBL5203 | P33316 | dUTP pyrophosphatase | 87.31% | 99.18% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 87.27% | 89.50% |
| CHEMBL2730 | P21980 | Protein-glutamine gamma-glutamyltransferase | 86.82% | 92.38% |
| CHEMBL5939 | Q9NZ08 | Endoplasmic reticulum aminopeptidase 1 | 86.25% | 100.00% |
| CHEMBL4588 | P22894 | Matrix metalloproteinase 8 | 85.76% | 94.66% |
| CHEMBL3012 | Q13946 | Phosphodiesterase 7A | 85.60% | 99.29% |
| CHEMBL1949 | P62937 | Cyclophilin A | 85.51% | 98.57% |
| CHEMBL5314 | Q06418 | Tyrosine-protein kinase receptor TYRO3 | 85.23% | 96.00% |
| CHEMBL3384 | Q16512 | Protein kinase N1 | 85.14% | 80.71% |
| CHEMBL206 | P03372 | Estrogen receptor alpha | 84.97% | 97.64% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 84.94% | 99.15% |
| CHEMBL4026 | P40763 | Signal transducer and activator of transcription 3 | 83.75% | 82.69% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 83.58% | 93.00% |
| CHEMBL4394 | Q9NYA1 | Sphingosine kinase 1 | 83.34% | 96.03% |
| CHEMBL6175 | Q9H3R0 | Lysine-specific demethylase 4C | 83.23% | 96.69% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 82.94% | 96.38% |
| CHEMBL259 | P32245 | Melanocortin receptor 4 | 82.14% | 95.38% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 81.97% | 94.75% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 81.33% | 96.47% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 81.08% | 96.21% |
| CHEMBL2069156 | Q14145 | Kelch-like ECH-associated protein 1 | 80.59% | 82.38% |
| CHEMBL4073 | P09237 | Matrix metalloproteinase 7 | 80.39% | 97.56% |
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.
To see more specific details click the taxa you are interested in.
| There are no matching plants. |
| PubChem | 12110709 |
| LOTUS | LTS0216124 |
| wikiData | Q105100714 |