[(7S,9R)-5-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-10-methylidene-8,9-dihydro-7H-oxepino[2,3-g][1,3]benzothiazol-9-yl] (Z)-2-methylbut-2-enoate

Details

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Internal ID d47be44f-c657-4572-83a7-f0221895bb17
Taxonomy Organoheterocyclic compounds > Benzoxepines
IUPAC Name [(7S,9R)-5-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-10-methylidene-8,9-dihydro-7H-oxepino[2,3-g][1,3]benzothiazol-9-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(OC2=C(C(=C3C(=C2C1=C)SC=N3)C)O)C(C)(C)O
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1C[C@H](OC2=C(C(=C3C(=C2C1=C)SC=N3)C)O)C(C)(C)O
InChI InChI=1S/C21H25NO5S/c1-7-10(2)20(24)26-13-8-14(21(5,6)25)27-18-15(11(13)3)19-16(22-9-28-19)12(4)17(18)23/h7,9,13-14,23,25H,3,8H2,1-2,4-6H3/b10-7-/t13-,14+/m1/s1
InChI Key AONAZOLOPHLZDH-LLFZRSNRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25NO5S
Molecular Weight 403.50 g/mol
Exact Mass 403.14534407 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(7S,9R)-5-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-10-methylidene-8,9-dihydro-7H-oxepino[2,3-g][1,3]benzothiazol-9-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9775 97.75%
Caco-2 + 0.5230 52.30%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Nucleus 0.3950 39.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8327 83.27%
OATP1B3 inhibitior + 0.8965 89.65%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5306 53.06%
P-glycoprotein inhibitior - 0.5749 57.49%
P-glycoprotein substrate - 0.6356 63.56%
CYP3A4 substrate + 0.6691 66.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8573 85.73%
CYP3A4 inhibition - 0.7388 73.88%
CYP2C9 inhibition - 0.6044 60.44%
CYP2C19 inhibition + 0.6488 64.88%
CYP2D6 inhibition - 0.8195 81.95%
CYP1A2 inhibition + 0.5888 58.88%
CYP2C8 inhibition + 0.6218 62.18%
CYP inhibitory promiscuity + 0.5972 59.72%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5113 51.13%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.7729 77.29%
Skin irritation - 0.7623 76.23%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3917 39.17%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.7614 76.14%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7067 70.67%
Acute Oral Toxicity (c) III 0.5347 53.47%
Estrogen receptor binding + 0.7286 72.86%
Androgen receptor binding + 0.5663 56.63%
Thyroid receptor binding + 0.6694 66.94%
Glucocorticoid receptor binding + 0.6892 68.92%
Aromatase binding - 0.5210 52.10%
PPAR gamma + 0.7282 72.82%
Honey bee toxicity - 0.7093 70.93%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9932 99.32%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.68% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.38% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 94.73% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.68% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.63% 89.34%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.56% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.25% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.94% 95.56%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.91% 97.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.55% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.44% 95.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.43% 97.21%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.01% 93.65%
CHEMBL340 P08684 Cytochrome P450 3A4 84.43% 91.19%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.34% 97.53%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.51% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.65% 93.00%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.17% 92.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.12% 97.36%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.18% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.01% 91.07%

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.
Ligularia dentata

Cross-Links

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PubChem 163095042
LOTUS LTS0193725
wikiData Q104915795