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3-[[2,2-dimethyl-6-(2-methylbut-3-en-2-yl)-7-oxo-8H-pyrano[3,2-f]indol-6-yl]methyl]-3-methoxy-6,7,8,8a-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione

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 45806fee-352f-4228-887b-4a4cdb00d759
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name 3-[[2,2-dimethyl-6-(2-methylbut-3-en-2-yl)-7-oxo-8H-pyrano[3,2-f]indol-6-yl]methyl]-3-methoxy-6,7,8,8a-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H33N3O5/c1-7-24(2,3)26(15-27(34-6)23(33)30-12-8-9-19(30)21(31)29-27)17-13-16-10-11-25(4,5)35-20(16)14-18(17)28-22(26)32/h7,10-11,13-14,19H,1,8-9,12,15H2,2-6H3,(H,28,32)(H,29,31)
InChI Key FXYUFVYNFXFTHL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33N3O5
Molecular Weight 479.60 g/mol
Exact Mass 479.24202116 g/mol
Topological Polar Surface Area (TPSA) 97.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.13
H-Bond Acceptor 5
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 3-[[2,2-dimethyl-6-(2-methylbut-3-en-2-yl)-7-oxo-8H-pyrano[3,2-f]indol-6-yl]methyl]-3-methoxy-6,7,8,8a-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9544 95.44%
Caco-2 - 0.7505 75.05%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6217 62.17%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8716 87.16%
OATP1B3 inhibitior + 0.9249 92.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9078 90.78%
P-glycoprotein inhibitior + 0.7112 71.12%
P-glycoprotein substrate + 0.6968 69.68%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8259 82.59%
CYP3A4 inhibition + 0.5065 50.65%
CYP2C9 inhibition - 0.7743 77.43%
CYP2C19 inhibition - 0.6884 68.84%
CYP2D6 inhibition - 0.8224 82.24%
CYP1A2 inhibition - 0.8754 87.54%
CYP2C8 inhibition + 0.6766 67.66%
CYP inhibitory promiscuity - 0.7412 74.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5742 57.42%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9620 96.20%
Skin irritation - 0.7794 77.94%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis - 0.6218 62.18%
Human Ether-a-go-go-Related Gene inhibition + 0.6720 67.20%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5144 51.44%
skin sensitisation - 0.8668 86.68%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.6798 67.98%
Acute Oral Toxicity (c) III 0.6604 66.04%
Estrogen receptor binding + 0.7534 75.34%
Androgen receptor binding + 0.7793 77.93%
Thyroid receptor binding + 0.6720 67.20%
Glucocorticoid receptor binding + 0.6956 69.56%
Aromatase binding + 0.6812 68.12%
PPAR gamma + 0.6605 66.05%
Honey bee toxicity - 0.7483 74.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9578 95.78%

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 98.83% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.73% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.46% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.69% 94.45%
CHEMBL1902 P62942 FK506-binding protein 1A 95.85% 97.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.89% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 90.93% 90.24%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.81% 82.38%
CHEMBL4208 P20618 Proteasome component C5 90.56% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL233 P35372 Mu opioid receptor 90.03% 97.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.74% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.71% 91.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.50% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.80% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.52% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.15% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 87.98% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.08% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.95% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.89% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.30% 95.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.95% 93.99%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.06% 99.18%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.29% 91.07%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.97% 98.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.80% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.85% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.83% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.51% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.39% 94.00%

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 163030396
LOTUS LTS0000540
wikiData Q104166890