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2-[(6R,8S)-5-hydroxy-1-methyl-6-(3-methylbutyl)-2,4,11-trioxo-8,9-dihydro-6H-isochromeno[6,7-f][1,3]benzothiazol-8-yl]acetic 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 889964e6-f1d5-4d2d-bda5-3139533c9a72
Taxonomy Phenylpropanoids and polyketides > Isochromanequinones
IUPAC Name 2-[(6R,8S)-5-hydroxy-1-methyl-6-(3-methylbutyl)-2,4,11-trioxo-8,9-dihydro-6H-isochromeno[6,7-f][1,3]benzothiazol-8-yl]acetic acid
SMILES (Canonical) CC(C)CCC1C2=C(C3=C(C=C2CC(O1)CC(=O)O)C(=O)C4=C(C3=O)SC(=O)N4C)O
SMILES (Isomeric) CC(C)CC[C@@H]1C2=C(C3=C(C=C2C[C@H](O1)CC(=O)O)C(=O)C4=C(C3=O)SC(=O)N4C)O
InChI InChI=1S/C22H23NO7S/c1-9(2)4-5-13-15-10(6-11(30-13)8-14(24)25)7-12-16(19(15)27)20(28)21-17(18(12)26)23(3)22(29)31-21/h7,9,11,13,27H,4-6,8H2,1-3H3,(H,24,25)/t11-,13+/m0/s1
InChI Key VELDCVOCBUIETA-WCQYABFASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H23NO7S
Molecular Weight 445.50 g/mol
Exact Mass 445.11952325 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(6R,8S)-5-hydroxy-1-methyl-6-(3-methylbutyl)-2,4,11-trioxo-8,9-dihydro-6H-isochromeno[6,7-f][1,3]benzothiazol-8-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6524 65.24%
Caco-2 - 0.6724 67.24%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5274 52.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8641 86.41%
OATP1B3 inhibitior + 0.9258 92.58%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.6572 65.72%
BSEP inhibitior - 0.5601 56.01%
P-glycoprotein inhibitior - 0.6201 62.01%
P-glycoprotein substrate + 0.5564 55.64%
CYP3A4 substrate + 0.6256 62.56%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition - 0.6705 67.05%
CYP2C9 inhibition - 0.6929 69.29%
CYP2C19 inhibition - 0.5149 51.49%
CYP2D6 inhibition - 0.8908 89.08%
CYP1A2 inhibition - 0.5388 53.88%
CYP2C8 inhibition - 0.7018 70.18%
CYP inhibitory promiscuity - 0.7391 73.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5256 52.56%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.7946 79.46%
Skin corrosion - 0.9279 92.79%
Ames mutagenesis + 0.5002 50.02%
Human Ether-a-go-go-Related Gene inhibition - 0.5946 59.46%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6337 63.37%
skin sensitisation - 0.8562 85.62%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.9107 91.07%
Acute Oral Toxicity (c) III 0.6432 64.32%
Estrogen receptor binding + 0.5939 59.39%
Androgen receptor binding + 0.7017 70.17%
Thyroid receptor binding - 0.5911 59.11%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.5186 51.86%
PPAR gamma + 0.6466 64.66%
Honey bee toxicity - 0.9091 90.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9643 96.43%

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 99.55% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.86% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.07% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 95.33% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.77% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.35% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 91.99% 95.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.65% 93.40%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.29% 96.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.40% 96.77%
CHEMBL4208 P20618 Proteasome component C5 89.69% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.37% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.36% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.05% 93.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.84% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 86.38% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.27% 96.21%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.90% 85.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.24% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.25% 93.56%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 84.25% 95.34%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.01% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.10% 82.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.70% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%

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 162931524
LOTUS LTS0095417
wikiData Q105284653