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3-[[7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-8a-hydroxy-3,6,7,8-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 a1e1a506-5b58-4beb-9c23-fd2bba047f98
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name 3-[[7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-8a-hydroxy-3,6,7,8-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H31N3O5/c1-6-23(2,3)25(14-17-20(30)29-13-7-11-26(29,33)22(32)27-17)16-8-9-18-15(19(16)28-21(25)31)10-12-24(4,5)34-18/h6,8-10,12,17,33H,1,7,11,13-14H2,2-5H3,(H,27,32)(H,28,31)
InChI Key GRGBTCMGCXJTOO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H31N3O5
Molecular Weight 465.50 g/mol
Exact Mass 465.22637110 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-8a-hydroxy-3,6,7,8-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 + 0.8841 88.41%
Caco-2 - 0.8067 80.67%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7209 72.09%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8549 85.49%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8497 84.97%
P-glycoprotein inhibitior + 0.5990 59.90%
P-glycoprotein substrate + 0.6217 62.17%
CYP3A4 substrate + 0.6729 67.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8259 82.59%
CYP3A4 inhibition - 0.7954 79.54%
CYP2C9 inhibition - 0.8165 81.65%
CYP2C19 inhibition - 0.7985 79.85%
CYP2D6 inhibition - 0.8725 87.25%
CYP1A2 inhibition - 0.9104 91.04%
CYP2C8 inhibition - 0.5590 55.90%
CYP inhibitory promiscuity - 0.9243 92.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5706 57.06%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9650 96.50%
Skin irritation - 0.7740 77.40%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.5270 52.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7483 74.83%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8399 83.99%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8660 86.60%
Acute Oral Toxicity (c) III 0.6613 66.13%
Estrogen receptor binding + 0.7968 79.68%
Androgen receptor binding + 0.7249 72.49%
Thyroid receptor binding + 0.6816 68.16%
Glucocorticoid receptor binding + 0.7528 75.28%
Aromatase binding + 0.6835 68.35%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.7570 75.70%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9675 96.75%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.79% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.07% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.41% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.86% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.78% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.71% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.58% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 89.95% 94.75%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.71% 90.24%
CHEMBL4208 P20618 Proteasome component C5 89.49% 90.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.03% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.89% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.74% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.45% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.59% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.10% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.58% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.54% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.29% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.26% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.96% 93.04%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.63% 88.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.12% 90.71%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.69% 98.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.63% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.58% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.23% 97.14%

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 78144474
LOTUS LTS0207257
wikiData Q104167418