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Sirodesmin PL

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 e8b5b1d1-0579-483b-ad5f-d9cf8a8a645e
Taxonomy Organoheterocyclic compounds > Diazinanes > Piperazines > Thiodioxopiperazines > Epipolythiodioxopiperazines
IUPAC Name [(1R,3S,4S,5S,5'R,7R,10R)-3-hydroxy-10-(hydroxymethyl)-4',4',5',14-tetramethyl-3',9,13-trioxospiro[11,12-dithia-8,14-diazatetracyclo[8.2.2.01,8.03,7]tetradecane-5,2'-oxolane]-4-yl] acetate
SMILES (Canonical) CC1C(C(=O)C2(O1)CC3C(C2OC(=O)C)(CC45N3C(=O)C(N(C4=O)C)(SS5)CO)O)(C)C
SMILES (Isomeric) C[C@@H]1C(C(=O)[C@]2(O1)C[C@@H]3[C@]([C@@H]2OC(=O)C)(C[C@]45N3C(=O)[C@](N(C4=O)C)(SS5)CO)O)(C)C
InChI InChI=1S/C20H26N2O8S2/c1-9-16(3,4)12(25)18(30-9)6-11-17(28,13(18)29-10(2)24)7-19-14(26)21(5)20(8-23,32-31-19)15(27)22(11)19/h9,11,13,23,28H,6-8H2,1-5H3/t9-,11-,13+,17+,18-,19-,20-/m1/s1
InChI Key KTAIGLOGMSQPCG-OQIMMBKLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26N2O8S2
Molecular Weight 486.60 g/mol
Exact Mass 486.11305814 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.34
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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CHEMBL472531

2D Structure

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2D Structure of Sirodesmin PL

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5965 59.65%
Caco-2 - 0.6419 64.19%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4621 46.21%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8504 85.04%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6266 62.66%
P-glycoprotein inhibitior - 0.5341 53.41%
P-glycoprotein substrate + 0.5438 54.38%
CYP3A4 substrate + 0.6920 69.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8545 85.45%
CYP3A4 inhibition - 0.7199 71.99%
CYP2C9 inhibition - 0.7527 75.27%
CYP2C19 inhibition - 0.7362 73.62%
CYP2D6 inhibition - 0.8935 89.35%
CYP1A2 inhibition - 0.8272 82.72%
CYP2C8 inhibition - 0.7098 70.98%
CYP inhibitory promiscuity - 0.8524 85.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5833 58.33%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4893 48.93%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.7100 71.00%
Acute Oral Toxicity (c) III 0.5366 53.66%
Estrogen receptor binding + 0.7750 77.50%
Androgen receptor binding + 0.7724 77.24%
Thyroid receptor binding + 0.6501 65.01%
Glucocorticoid receptor binding + 0.5972 59.72%
Aromatase binding + 0.5368 53.68%
PPAR gamma + 0.6625 66.25%
Honey bee toxicity - 0.7983 79.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5650 56.50%
Fish aquatic toxicity + 0.8700 87.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1741200 Q2TB90 Putative hexokinase HKDC1 212 nM
 EC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.00% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.10% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.04% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.13% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.09% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 83.30% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.88% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.83% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.11% 91.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.80% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.27% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.18% 97.28%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 15608374
LOTUS LTS0231715
wikiData Q104393998