Taromycin A
| Internal ID | 3577cb60-a7bc-4ad5-8809-f1b377f788b8 |
| Taxonomy | Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides |
| IUPAC Name | (3S)-4-[[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-amino-4-chlorophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(2R)-1-carboxypropan-2-yl]-5,8,11,14,17,20,23,26,29-nonahydroxy-9,18,31-trimethyl-2-oxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-30-yl]imino]-3-[[(2R)-2-[[(2S)-3-(6-chloro-1H-indol-3-yl)-1-hydroxy-2-[[(2E,4E)-1-hydroxyocta-2,4-dienylidene]amino]propylidene]amino]-1,4-dihydroxy-4-iminobutylidene]amino]-4-hydroxybutanoic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C70H91Cl2N17O25/c1-6-7-8-9-10-13-51(92)82-43(20-35-28-76-42-22-37(72)14-16-38(35)42)65(108)84-44(24-50(75)91)66(109)86-47(27-57(101)102)67(110)89-59-34(5)114-70(113)48(23-49(90)39-17-15-36(71)21-40(39)74)87-69(112)58(31(2)19-54(95)96)88-61(104)32(3)79-52(93)29-77-62(105)45(25-55(97)98)83-60(103)33(4)80-64(107)46(26-56(99)100)85-63(106)41(12-11-18-73)81-53(94)30-78-68(59)111/h8-10,13-17,21-22,28,31-34,41,43-48,58-59,76H,6-7,11-12,18-20,23-27,29-30,73-74H2,1-5H3,(H2,75,91)(H,77,105)(H,78,111)(H,79,93)(H,80,107)(H,81,94)(H,82,92)(H,83,103)(H,84,108)(H,85,106)(H,86,109)(H,87,112)(H,88,104)(H,89,110)(H,95,96)(H,97,98)(H,99,100)(H,101,102)/b9-8+,13-10+/t31-,32-,33-,34-,41+,43+,44-,45+,46+,47+,48+,58+,59+/m1/s1 |
| InChI Key | SDWVVLSMGFBQOZ-WLQCZBCJSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C70H91Cl2N17O25 |
| Molecular Weight | 1641.50 g/mol |
| Exact Mass | 1639.5749068 g/mol |
| Topological Polar Surface Area (TPSA) | 728.00 Ų |
| XlogP | 0.80 |
| Atomic LogP (AlogP) | 7.46 |
| H-Bond Acceptor | 23 |
| H-Bond Donor | 22 |
| Rotatable Bonds | 30 |
| RefChem:187460 |
| (3S)-3-(((2R)-4-amino-2-(((2S)-3-(6-chloro-1H-indol-3-yl)-2-(((2E,4E)-octa-2,4-dienoyl)amino)propanoyl)amino)-4-oxobutanoyl)amino)-4-(((3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-(2-(2-amino-4-chlorophenyl)-2-oxoethyl)-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-((2R)-1-carboxypropan-2-yl)-9,18,31-trimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl)amino)-4-oxobutanoic acid |
| (3S)-4-(((3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-(2-(2-amino-4-chlorophenyl)-2-oxoethyl)-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-((2R)-1-carboxypropan-2-yl)-5,8,11,14,17,20,23,26,29-nonahydroxy-9,18,31-trimethyl-2-oxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-30-yl)imino)-3-(((2R)-2-(((2S)-3-(6-chloro-1H-indol-3-yl)-1-hydroxy-2-(((2E,4E)-1-hydroxyocta-2,4-dienylidene)amino)propylidene)amino)-1,4-dihydroxy-4-iminobutylidene)amino)-4-hydroxybutanoic acid |
| CHEBI:219845 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9464 | 94.64% |
| Caco-2 | - | 0.8565 | 85.65% |
| Blood Brain Barrier | - | 0.5750 | 57.50% |
| Human oral bioavailability | - | 0.6143 | 61.43% |
| Subcellular localzation | Mitochondria | 0.3398 | 33.98% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8022 | 80.22% |
| OATP1B3 inhibitior | + | 0.9287 | 92.87% |
| MATE1 inhibitior | - | 0.9400 | 94.00% |
| OCT2 inhibitior | - | 0.7000 | 70.00% |
| BSEP inhibitior | + | 0.9746 | 97.46% |
| P-glycoprotein inhibitior | + | 0.7419 | 74.19% |
| P-glycoprotein substrate | + | 0.8520 | 85.20% |
| CYP3A4 substrate | + | 0.7522 | 75.22% |
| CYP2C9 substrate | - | 0.7989 | 79.89% |
| CYP2D6 substrate | - | 0.8618 | 86.18% |
| CYP3A4 inhibition | + | 0.6828 | 68.28% |
| CYP2C9 inhibition | - | 0.7177 | 71.77% |
| CYP2C19 inhibition | - | 0.6451 | 64.51% |
| CYP2D6 inhibition | - | 0.8318 | 83.18% |
| CYP1A2 inhibition | - | 0.7701 | 77.01% |
| CYP2C8 inhibition | + | 0.8508 | 85.08% |
| CYP inhibitory promiscuity | - | 0.6627 | 66.27% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.6900 | 69.00% |
| Carcinogenicity (trinary) | Non-required | 0.4932 | 49.32% |
| Eye corrosion | - | 0.9841 | 98.41% |
| Eye irritation | - | 0.8954 | 89.54% |
| Skin irritation | - | 0.7701 | 77.01% |
| Skin corrosion | - | 0.9262 | 92.62% |
| Ames mutagenesis | - | 0.5270 | 52.70% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7184 | 71.84% |
| Micronuclear | + | 0.7800 | 78.00% |
| Hepatotoxicity | - | 0.6277 | 62.77% |
| skin sensitisation | - | 0.8426 | 84.26% |
| Respiratory toxicity | + | 0.8111 | 81.11% |
| Reproductive toxicity | + | 0.9222 | 92.22% |
| Mitochondrial toxicity | + | 0.8125 | 81.25% |
| Nephrotoxicity | + | 0.5209 | 52.09% |
| Acute Oral Toxicity (c) | III | 0.5862 | 58.62% |
| Estrogen receptor binding | - | 0.5977 | 59.77% |
| Androgen receptor binding | + | 0.7727 | 77.27% |
| Thyroid receptor binding | + | 0.8321 | 83.21% |
| Glucocorticoid receptor binding | + | 0.8497 | 84.97% |
| Aromatase binding | + | 0.8078 | 80.78% |
| PPAR gamma | + | 0.7958 | 79.58% |
| Honey bee toxicity | - | 0.6253 | 62.53% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | - | 0.6100 | 61.00% |
| Fish aquatic toxicity | + | 0.9610 | 96.10% |
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 | 99.75% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 99.44% | 94.45% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.58% | 96.09% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 97.45% | 95.56% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 96.49% | 91.71% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 95.43% | 86.33% |
| CHEMBL2581 | P07339 | Cathepsin D | 94.92% | 98.95% |
| CHEMBL1163125 | O60885 | Bromodomain-containing protein 4 | 93.09% | 97.31% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 92.66% | 99.17% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 92.17% | 96.90% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 90.36% | 94.73% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 88.89% | 99.15% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 88.64% | 95.50% |
| CHEMBL2072 | P35499 | Sodium channel protein type IV alpha subunit | 88.56% | 92.32% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 87.09% | 96.00% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 86.46% | 95.89% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.22% | 97.09% |
| CHEMBL2335 | P42785 | Lysosomal Pro-X carboxypeptidase | 86.12% | 100.00% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 86.03% | 93.18% |
| CHEMBL213 | P08588 | Beta-1 adrenergic receptor | 85.23% | 95.56% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 84.94% | 92.62% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 84.67% | 90.71% |
| CHEMBL222 | P23975 | Norepinephrine transporter | 84.63% | 96.06% |
| CHEMBL4530 | P00488 | Coagulation factor XIII | 83.88% | 96.00% |
| CHEMBL4296 | Q15858 | Sodium channel protein type IX alpha subunit | 83.42% | 96.11% |
| CHEMBL1907594 | P30926 | Neuronal acetylcholine receptor; alpha3/beta4 | 82.41% | 97.23% |
| CHEMBL5957 | P21589 | 5'-nucleotidase | 81.83% | 97.78% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 81.13% | 100.00% |
| CHEMBL5852 | Q96P65 | Pyroglutamylated RFamide peptide receptor | 80.88% | 85.00% |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor | 80.77% | 89.62% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 80.23% | 98.33% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 102225321 |
| LOTUS | LTS0192842 |
| wikiData | Q105250907 |