(3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid
| Internal ID | 775f6e6a-c31c-4bc1-a5a7-ee375ba674a2 |
| Taxonomy | Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides |
| IUPAC Name | (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid |
| SMILES (Canonical) | CCCCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCN=C(N)N)O)C(C)CC)C)CC3=CNC4=CC=CC=C43)C(C)C)C |
| SMILES (Isomeric) | CCCCCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CCCN=C(N)N)O)C(C)CC)C)CC3=CNC4=CC=CC=C43)C(C)C)C |
| InChI | InChI=1S/C48H73N11O12/c1-8-10-11-18-35(60)53-33(23-37(62)63)42(65)57-39-27(6)71-47(70)38(25(3)4)56-43(66)34(22-28-24-52-30-16-13-12-15-29(28)30)58(7)46(69)40(26(5)9-2)59-36(61)20-19-32(45(59)68)55-41(64)31(54-44(39)67)17-14-21-51-48(49)50/h12-13,15-16,24-27,31-34,36,38-40,52,61H,8-11,14,17-23H2,1-7H3,(H,53,60)(H,54,67)(H,55,64)(H,56,66)(H,57,65)(H,62,63)(H4,49,50,51)/t26?,27-,31+,32+,33+,34+,36-,38+,39+,40+/m1/s1 |
| InChI Key | TWXCIJLXMTYXKC-UVTYGGEDSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C48H73N11O12 |
| Molecular Weight | 996.20 g/mol |
| Exact Mass | 995.54401681 g/mol |
| Topological Polar Surface Area (TPSA) | 350.00 Ų |
| XlogP | 2.00 |
| Atomic LogP (AlogP) | 0.03 |
| H-Bond Acceptor | 12 |
| H-Bond Donor | 10 |
| Rotatable Bonds | 18 |
| There are no found synonyms. |
![2D Structure of (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid](https://plantaedb.com/storage/docs/compounds/2023/11/60536220-85b2-11ee-aba7-c985931f4099.jpg "2D Structure of (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6399 | 63.99% |
| Caco-2 | - | 0.8687 | 86.87% |
| Blood Brain Barrier | - | 0.9000 | 90.00% |
| Human oral bioavailability | - | 0.7000 | 70.00% |
| Subcellular localzation | Lysosomes | 0.3720 | 37.20% |
| OATP2B1 inhibitior | - | 0.8572 | 85.72% |
| OATP1B1 inhibitior | + | 0.8074 | 80.74% |
| OATP1B3 inhibitior | + | 0.9258 | 92.58% |
| MATE1 inhibitior | - | 0.5800 | 58.00% |
| OCT2 inhibitior | - | 0.8000 | 80.00% |
| BSEP inhibitior | + | 0.8241 | 82.41% |
| P-glycoprotein inhibitior | + | 0.7438 | 74.38% |
| P-glycoprotein substrate | + | 0.8717 | 87.17% |
| CYP3A4 substrate | + | 0.7447 | 74.47% |
| CYP2C9 substrate | - | 0.8136 | 81.36% |
| CYP2D6 substrate | - | 0.8510 | 85.10% |
| CYP3A4 inhibition | - | 0.6602 | 66.02% |
| CYP2C9 inhibition | - | 0.7825 | 78.25% |
| CYP2C19 inhibition | - | 0.7886 | 78.86% |
| CYP2D6 inhibition | - | 0.8837 | 88.37% |
| CYP1A2 inhibition | - | 0.8628 | 86.28% |
| CYP2C8 inhibition | + | 0.7885 | 78.85% |
| CYP inhibitory promiscuity | - | 0.9706 | 97.06% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9700 | 97.00% |
| Carcinogenicity (trinary) | Non-required | 0.6038 | 60.38% |
| Eye corrosion | - | 0.9851 | 98.51% |
| Eye irritation | - | 0.9026 | 90.26% |
| Skin irritation | - | 0.7773 | 77.73% |
| Skin corrosion | - | 0.9252 | 92.52% |
| Ames mutagenesis | - | 0.6028 | 60.28% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4561 | 45.61% |
| Micronuclear | + | 0.8600 | 86.00% |
| Hepatotoxicity | - | 0.6250 | 62.50% |
| skin sensitisation | - | 0.8523 | 85.23% |
| Respiratory toxicity | + | 0.8000 | 80.00% |
| Reproductive toxicity | + | 0.9778 | 97.78% |
| Mitochondrial toxicity | + | 0.9250 | 92.50% |
| Nephrotoxicity | + | 0.4929 | 49.29% |
| Acute Oral Toxicity (c) | III | 0.5414 | 54.14% |
| Estrogen receptor binding | + | 0.7948 | 79.48% |
| Androgen receptor binding | + | 0.6379 | 63.79% |
| Thyroid receptor binding | + | 0.5975 | 59.75% |
| Glucocorticoid receptor binding | + | 0.5690 | 56.90% |
| Aromatase binding | + | 0.6750 | 67.50% |
| PPAR gamma | + | 0.7819 | 78.19% |
| Honey bee toxicity | - | 0.6948 | 69.48% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | + | 0.5100 | 51.00% |
| Fish aquatic toxicity | + | 0.9131 | 91.31% |
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 | 99.92% | 98.95% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 99.73% | 91.11% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 99.53% | 83.82% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 99.00% | 96.09% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 97.96% | 99.17% |
| CHEMBL4769 | O95749 | Geranylgeranyl pyrophosphate synthetase | 95.32% | 92.08% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.24% | 95.56% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 95.11% | 99.23% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 95.02% | 89.00% |
| CHEMBL3837 | P07711 | Cathepsin L | 94.73% | 96.61% |
| CHEMBL4644 | P41968 | Melanocortin receptor 3 | 93.91% | 99.52% |
| CHEMBL1949 | P62937 | Cyclophilin A | 93.90% | 98.57% |
| CHEMBL2693 | Q9UIQ6 | Cystinyl aminopeptidase | 93.88% | 97.64% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 93.23% | 94.45% |
| CHEMBL333 | P08253 | Matrix metalloproteinase-2 | 92.76% | 96.31% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 92.53% | 93.03% |
| CHEMBL2492 | P36544 | Neuronal acetylcholine receptor protein alpha-7 subunit | 91.46% | 88.42% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 91.35% | 98.59% |
| CHEMBL4588 | P22894 | Matrix metalloproteinase 8 | 91.11% | 94.66% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 90.09% | 97.09% |
| CHEMBL3776 | Q14790 | Caspase-8 | 90.02% | 97.06% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 88.75% | 96.47% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 88.41% | 90.08% |
| CHEMBL5043 | Q6P179 | Endoplasmic reticulum aminopeptidase 2 | 87.68% | 91.81% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 85.85% | 90.17% |
| CHEMBL3310 | Q96DB2 | Histone deacetylase 11 | 83.89% | 88.56% |
| CHEMBL1781 | P11387 | DNA topoisomerase I | 83.58% | 97.00% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 83.58% | 95.89% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 83.49% | 95.00% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 83.47% | 96.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 83.25% | 86.33% |
| CHEMBL4072 | P07858 | Cathepsin B | 83.05% | 93.67% |
| CHEMBL2265 | P23141 | Acyl coenzyme A:cholesterol acyltransferase | 82.44% | 85.94% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 82.41% | 96.90% |
| CHEMBL4608 | P33032 | Melanocortin receptor 5 | 82.21% | 97.00% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 80.67% | 93.56% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 80.29% | 98.33% |
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.
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| There are no matching plants. |
| PubChem | 100981800 |
| LOTUS | LTS0204377 |
| wikiData | Q104203206 |