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(1R,7Z,9S,11Z,13R,14S,16R,17S,18R,19S)-17-ethyl-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-7,11-diene-2,5,6,21-tetrone

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 90511547-e454-4158-9773-c01fdfd86157
Taxonomy Alkaloids and derivatives > Cytochalasans > Chaetoglobosins
IUPAC Name (1R,7Z,9S,11Z,13R,14S,16R,17S,18R,19S)-17-ethyl-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-7,11-diene-2,5,6,21-tetrone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H40N2O5/c1-6-23-28-29(20(4)22-17-35-25-13-8-7-11-21(22)25)36-32(40)34(28)24(31-33(23,5)41-31)12-9-10-18(2)16-19(3)30(39)26(37)14-15-27(34)38/h7-9,11-13,16-18,20,23-24,28-29,31,35H,6,10,14-15H2,1-5H3,(H,36,40)/b12-9-,19-16-/t18-,20+,23-,24-,28-,29-,31-,33+,34+/m0/s1
InChI Key LUGZLGYIMRDLBT-XRGXHHQQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40N2O5
Molecular Weight 556.70 g/mol
Exact Mass 556.29372238 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.22
H-Bond Acceptor 5
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 (1R,7Z,9S,11Z,13R,14S,16R,17S,18R,19S)-17-ethyl-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-7,11-diene-2,5,6,21-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9817 98.17%
Caco-2 - 0.7901 79.01%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4311 43.11%
OATP2B1 inhibitior - 0.7109 71.09%
OATP1B1 inhibitior + 0.8427 84.27%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6822 68.22%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8843 88.43%
P-glycoprotein substrate + 0.7201 72.01%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8790 87.90%
CYP3A4 inhibition + 0.6666 66.66%
CYP2C9 inhibition - 0.5978 59.78%
CYP2C19 inhibition - 0.5969 59.69%
CYP2D6 inhibition - 0.8709 87.09%
CYP1A2 inhibition - 0.5752 57.52%
CYP2C8 inhibition + 0.6971 69.71%
CYP inhibitory promiscuity + 0.7878 78.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4344 43.44%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9578 95.78%
Skin irritation - 0.7490 74.90%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8972 89.72%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.6033 60.33%
skin sensitisation - 0.8312 83.12%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7522 75.22%
Acute Oral Toxicity (c) III 0.4071 40.71%
Estrogen receptor binding + 0.8086 80.86%
Androgen receptor binding + 0.6761 67.61%
Thyroid receptor binding + 0.6734 67.34%
Glucocorticoid receptor binding + 0.8395 83.95%
Aromatase binding + 0.6346 63.46%
PPAR gamma + 0.7810 78.10%
Honey bee toxicity - 0.5980 59.80%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5082 50.82%
Fish aquatic toxicity + 0.9617 96.17%

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 97.73% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.71% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 96.39% 94.75%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.08% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.25% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 92.34% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.83% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.68% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.02% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.52% 90.08%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.15% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 88.33% 97.79%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.89% 96.21%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.80% 93.99%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.04% 96.47%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.60% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.17% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.90% 85.14%
CHEMBL1914 P06276 Butyrylcholinesterase 83.43% 95.00%
CHEMBL3837 P07711 Cathepsin L 83.29% 96.61%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.96% 96.39%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.67% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.60% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.47% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.19% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.11% 94.73%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.20% 83.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.82% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.19% 86.33%

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 101990209
LOTUS LTS0198941
wikiData Q105157426