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(1S,4S,11S,18S,21S,24S)-21-[(2S)-butan-2-yl]-2,6,12,19,22-pentaoxo-23-oxa-3,7,13,20,27-pentazatetracyclo[22.3.1.07,11.013,18]octacosane-4-carboxylic 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 3f9edb4b-c512-4d91-90a6-9ad22c146b95
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (1S,4S,11S,18S,21S,24S)-21-[(2S)-butan-2-yl]-2,6,12,19,22-pentaoxo-23-oxa-3,7,13,20,27-pentazatetracyclo[22.3.1.07,11.013,18]octacosane-4-carboxylic acid
SMILES (Canonical) CCC(C)C1C(=O)OC2CCNC(C2)C(=O)NC(CC(=O)N3CCCC3C(=O)N4CCCCC4C(=O)N1)C(=O)O
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)O[C@H]2CCN[C@@H](C2)C(=O)N[C@@H](CC(=O)N3CCC[C@H]3C(=O)N4CCCC[C@H]4C(=O)N1)C(=O)O
InChI InChI=1S/C27H41N5O8/c1-3-15(2)22-27(39)40-16-9-10-28-17(13-16)23(34)29-18(26(37)38)14-21(33)31-12-6-8-20(31)25(36)32-11-5-4-7-19(32)24(35)30-22/h15-20,22,28H,3-14H2,1-2H3,(H,29,34)(H,30,35)(H,37,38)/t15-,16-,17-,18-,19-,20-,22-/m0/s1
InChI Key DWANMGKSWFVGJG-LBYOCRPYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H41N5O8
Molecular Weight 563.60 g/mol
Exact Mass 563.29551328 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -0.47
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,11S,18S,21S,24S)-21-[(2S)-butan-2-yl]-2,6,12,19,22-pentaoxo-23-oxa-3,7,13,20,27-pentazatetracyclo[22.3.1.07,11.013,18]octacosane-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4789 47.89%
Caco-2 - 0.8433 84.33%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4649 46.49%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8562 85.62%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6873 68.73%
P-glycoprotein inhibitior - 0.4338 43.38%
P-glycoprotein substrate + 0.7888 78.88%
CYP3A4 substrate + 0.6330 63.30%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8068 80.68%
CYP3A4 inhibition - 0.9490 94.90%
CYP2C9 inhibition - 0.8800 88.00%
CYP2C19 inhibition - 0.9056 90.56%
CYP2D6 inhibition - 0.9220 92.20%
CYP1A2 inhibition - 0.9562 95.62%
CYP2C8 inhibition - 0.6094 60.94%
CYP inhibitory promiscuity - 0.9734 97.34%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6341 63.41%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9399 93.99%
Skin irritation - 0.7934 79.34%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.7707 77.07%
Human Ether-a-go-go-Related Gene inhibition - 0.7291 72.91%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6856 68.56%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.6879 68.79%
Acute Oral Toxicity (c) III 0.6014 60.14%
Estrogen receptor binding + 0.6522 65.22%
Androgen receptor binding + 0.6654 66.54%
Thyroid receptor binding - 0.5069 50.69%
Glucocorticoid receptor binding + 0.6263 62.63%
Aromatase binding + 0.6499 64.99%
PPAR gamma + 0.5573 55.73%
Honey bee toxicity - 0.8406 84.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity - 0.4396 43.96%

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
CHEMBL2581 P07339 Cathepsin D 98.51% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.61% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.08% 97.09%
CHEMBL333 P08253 Matrix metalloproteinase-2 91.17% 96.31%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.55% 93.03%
CHEMBL3837 P07711 Cathepsin L 89.53% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.65% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.63% 93.04%
CHEMBL4072 P07858 Cathepsin B 88.34% 93.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.85% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.69% 94.45%
CHEMBL1902 P62942 FK506-binding protein 1A 87.45% 97.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.42% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.19% 93.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.93% 96.38%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.47% 89.50%
CHEMBL4588 P22894 Matrix metalloproteinase 8 85.15% 94.66%
CHEMBL1801 P00747 Plasminogen 84.74% 92.44%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.24% 95.50%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 84.24% 96.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.48% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.24% 93.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.62% 91.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.49% 90.24%
CHEMBL2443 P49862 Kallikrein 7 81.28% 94.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.63% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.45% 97.14%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.30% 99.18%
CHEMBL237 P41145 Kappa opioid receptor 80.23% 98.10%

Plants that contains it

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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.
There are no matching plants.

Cross-Links

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PubChem 139589351
LOTUS LTS0056514
wikiData Q105104553