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N-[(1R)-1-[4-[(1E,3E)-6-[(1R,2S,5S)-2,5-dihydroxy-2-methylcyclohexyl]-5-oxohexa-1,3-dienyl]-1,3-thiazol-2-yl]ethyl]acetamide

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 6ae8f9a9-1ade-41ad-8e77-144bb42ef6b3
Taxonomy Organoheterocyclic compounds > Azoles > Thiazoles > 2,4-disubstituted thiazoles
IUPAC Name N-[(1R)-1-[4-[(1E,3E)-6-[(1R,2S,5S)-2,5-dihydroxy-2-methylcyclohexyl]-5-oxohexa-1,3-dienyl]-1,3-thiazol-2-yl]ethyl]acetamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H28N2O4S/c1-13(21-14(2)23)19-22-16(12-27-19)6-4-5-7-17(24)10-15-11-18(25)8-9-20(15,3)26/h4-7,12-13,15,18,25-26H,8-11H2,1-3H3,(H,21,23)/b6-4+,7-5+/t13-,15+,18+,20+/m1/s1
InChI Key SRGQWBBXQYFQCY-GBQNJEQFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28N2O4S
Molecular Weight 392.50 g/mol
Exact Mass 392.17697855 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(1R)-1-[4-[(1E,3E)-6-[(1R,2S,5S)-2,5-dihydroxy-2-methylcyclohexyl]-5-oxohexa-1,3-dienyl]-1,3-thiazol-2-yl]ethyl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9506 95.06%
Caco-2 - 0.7437 74.37%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6397 63.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8496 84.96%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7072 70.72%
BSEP inhibitior + 0.8038 80.38%
P-glycoprotein inhibitior - 0.7266 72.66%
P-glycoprotein substrate + 0.6697 66.97%
CYP3A4 substrate + 0.6613 66.13%
CYP2C9 substrate - 0.7984 79.84%
CYP2D6 substrate - 0.8816 88.16%
CYP3A4 inhibition + 0.8152 81.52%
CYP2C9 inhibition - 0.7648 76.48%
CYP2C19 inhibition - 0.6579 65.79%
CYP2D6 inhibition - 0.9078 90.78%
CYP1A2 inhibition - 0.7949 79.49%
CYP2C8 inhibition - 0.6152 61.52%
CYP inhibitory promiscuity - 0.6955 69.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6084 60.84%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9921 99.21%
Skin irritation - 0.7466 74.66%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8684 86.84%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.8343 83.43%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4564 45.64%
Acute Oral Toxicity (c) III 0.5895 58.95%
Estrogen receptor binding + 0.6158 61.58%
Androgen receptor binding + 0.5263 52.63%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4667 46.67%
Aromatase binding + 0.7214 72.14%
PPAR gamma - 0.5681 56.81%
Honey bee toxicity - 0.8788 87.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9585 95.85%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.66% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.72% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.01% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL3055 P50613 Cyclin-dependent kinase 7 89.58% 81.88%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.17% 98.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.91% 85.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.74% 89.34%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.67% 96.90%
CHEMBL340 P08684 Cytochrome P450 3A4 85.59% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.69% 96.00%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 84.45% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.10% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 83.75% 95.93%
CHEMBL5028 O14672 ADAM10 82.81% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.80% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.59% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 82.50% 92.97%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.17% 90.71%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.02% 98.33%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.98% 92.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.73% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.30% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.20% 93.03%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.56% 85.30%
CHEMBL1937 Q92769 Histone deacetylase 2 80.34% 94.75%

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 163194398
LOTUS LTS0060992
wikiData Q105259080