Atrovimycin B
| Internal ID | b1f20c89-24af-43a9-9aa4-08a26bb7da6f |
| Taxonomy | Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides |
| IUPAC Name | (E)-N-[(3R,6S,9R,12R,15R,18S,21S,24R,27S,30S,31S)-21-benzyl-15-[(1R)-1-hydroxyethyl]-12,18,27-tris(hydroxymethyl)-9-(4-hydroxyphenyl)-31-methyl-3,24-bis(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-6-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl]-3-[2-[(E,1R,2S)-1,2-dihydroxypent-3-enyl]phenyl]prop-2-enamide |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C65H90N10O19/c1-10-16-49(81)55(83)42-20-15-14-19-39(42)23-26-50(82)72-53-37(9)94-65(93)45(28-34(4)5)68-61(89)51(35(6)7)73-64(92)54(40-21-24-41(80)25-22-40)75-60(88)48(32-78)70-62(90)52(36(8)79)74-59(87)47(31-77)69-57(85)44(29-38-17-12-11-13-18-38)67-56(84)43(27-33(2)3)66-58(86)46(30-76)71-63(53)91/h10-26,33-37,43-49,51-55,76-81,83H,27-32H2,1-9H3,(H,66,86)(H,67,84)(H,68,89)(H,69,85)(H,70,90)(H,71,91)(H,72,82)(H,73,92)(H,74,87)(H,75,88)/b16-10+,26-23+/t36-,37+,43-,44+,45-,46+,47+,48-,49+,51+,52-,53+,54-,55-/m1/s1 |
| InChI Key | AJONXZFZDFVVSK-PWTPVSHKSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C65H90N10O19 |
| Molecular Weight | 1315.50 g/mol |
| Exact Mass | 1314.63837068 g/mol |
| Topological Polar Surface Area (TPSA) | 459.00 Ų |
| XlogP | 3.50 |
| Atomic LogP (AlogP) | -2.11 |
| H-Bond Acceptor | 19 |
| H-Bond Donor | 17 |
| Rotatable Bonds | 18 |
| (E)-N-[(3R,6S,9R,12R,15R,18S,21S,24R,27S,30S,31S)-21-benzyl-15-[(1R)-1-hydroxyethyl]-12,18,27-tris(hydroxymethyl)-9-(4-hydroxyphenyl)-31-methyl-3,24-bis(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-6-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl]-3-[2-[(E,1R,2S)-1,2-dihydroxypent-3-enyl]phenyl]prop-2-enamide |
| (E)-N-((3R,6S,9R,12R,15R,18S,21S,24R,27S,30S,31S)-21-benzyl-15-((1R)-1-hydroxyethyl)-12,18,27-tris(hydroxymethyl)-9-(4-hydroxyphenyl)-31-methyl-3,24-bis(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-6-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl)-3-(2-((E,1R,2S)-1,2-dihydroxypent-3-enyl)phenyl)prop-2-enamide |
| RefChem:115528 |
| N-((3R,6S,9R,12R,15R,18S,21S,24R,27S,30S,31S)-21-Benzyl-5,8,11,14,17,20,23,26,29-nonahydroxy-15-((1R)-1-hydroxyethyl)-12,18,27-tris(hydroxymethyl)-9-(4-hydroxyphenyl)-31-methyl-3,24-bis(2-methylpropyl)-2-oxo-6-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-30-yl)-3-(2-((1R,2S,3E)-1,2-dihydroxypent-3-en-1-yl)phenyl)prop-2-enimidate |
| N-[(3R,6S,9R,12R,15R,18S,21S,24R,27S,30S,31S)-21-Benzyl-5,8,11,14,17,20,23,26,29-nonahydroxy-15-[(1R)-1-hydroxyethyl]-12,18,27-tris(hydroxymethyl)-9-(4-hydroxyphenyl)-31-methyl-3,24-bis(2-methylpropyl)-2-oxo-6-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriaconta-4,7,10,13,16,19,22,25,28-nonaen-30-yl]-3-{2-[(1R,2S,3E)-1,2-dihydroxypent-3-en-1-yl]phenyl}prop-2-enimidate |
| CHEBI:209655 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8293 | 82.93% |
| Caco-2 | - | 0.8619 | 86.19% |
| Blood Brain Barrier | - | 0.8250 | 82.50% |
| Human oral bioavailability | - | 0.6143 | 61.43% |
| Subcellular localzation | Nucleus | 0.4904 | 49.04% |
| OATP2B1 inhibitior | - | 0.8577 | 85.77% |
| OATP1B1 inhibitior | + | 0.7920 | 79.20% |
| OATP1B3 inhibitior | + | 0.9263 | 92.63% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | + | 0.9603 | 96.03% |
| P-glycoprotein inhibitior | + | 0.7419 | 74.19% |
| P-glycoprotein substrate | + | 0.8495 | 84.95% |
| CYP3A4 substrate | + | 0.7229 | 72.29% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8604 | 86.04% |
| CYP3A4 inhibition | - | 0.5385 | 53.85% |
| CYP2C9 inhibition | - | 0.7974 | 79.74% |
| CYP2C19 inhibition | - | 0.8190 | 81.90% |
| CYP2D6 inhibition | - | 0.9026 | 90.26% |
| CYP1A2 inhibition | - | 0.8868 | 88.68% |
| CYP2C8 inhibition | + | 0.7663 | 76.63% |
| CYP inhibitory promiscuity | - | 0.9074 | 90.74% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.7000 | 70.00% |
| Carcinogenicity (trinary) | Non-required | 0.6596 | 65.96% |
| Eye corrosion | - | 0.9898 | 98.98% |
| Eye irritation | - | 0.8968 | 89.68% |
| Skin irritation | - | 0.7999 | 79.99% |
| Skin corrosion | - | 0.9409 | 94.09% |
| Ames mutagenesis | - | 0.6700 | 67.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7118 | 71.18% |
| Micronuclear | + | 0.8300 | 83.00% |
| Hepatotoxicity | + | 0.5375 | 53.75% |
| skin sensitisation | - | 0.8607 | 86.07% |
| Respiratory toxicity | + | 0.8000 | 80.00% |
| Reproductive toxicity | + | 0.8222 | 82.22% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.7851 | 78.51% |
| Acute Oral Toxicity (c) | III | 0.6767 | 67.67% |
| Estrogen receptor binding | + | 0.7097 | 70.97% |
| Androgen receptor binding | + | 0.7571 | 75.71% |
| Thyroid receptor binding | + | 0.6907 | 69.07% |
| Glucocorticoid receptor binding | + | 0.7228 | 72.28% |
| Aromatase binding | + | 0.6496 | 64.96% |
| PPAR gamma | + | 0.7944 | 79.44% |
| Honey bee toxicity | - | 0.6859 | 68.59% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.9155 | 91.55% |
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 | 99.45% | 98.95% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 98.89% | 85.14% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.60% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.65% | 95.56% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.51% | 96.09% |
| CHEMBL5966 | P55899 | IgG receptor FcRn large subunit p51 | 94.45% | 90.93% |
| CHEMBL2563 | Q9UQL6 | Histone deacetylase 5 | 93.28% | 89.67% |
| CHEMBL2693 | Q9UIQ6 | Cystinyl aminopeptidase | 92.99% | 97.64% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 91.98% | 97.09% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 91.96% | 95.89% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 91.80% | 99.17% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 90.33% | 89.00% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 87.81% | 96.47% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 86.73% | 97.14% |
| CHEMBL268 | P43235 | Cathepsin K | 86.34% | 96.85% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 86.34% | 86.33% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 83.76% | 94.73% |
| CHEMBL1949 | P62937 | Cyclophilin A | 83.63% | 98.57% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 83.62% | 94.45% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 81.71% | 99.23% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 81.64% | 91.71% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.32% | 98.75% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 80.87% | 90.08% |
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 | 146683186 |
| LOTUS | LTS0061834 |
| wikiData | Q104913312 |