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3-[[8,9-dihydroxy-7,7-dimethyl-2-(2-methylbut-3-en-2-yl)-8,9-dihydro-1H-pyrano[2,3-g]indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[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 856677d7-e394-4aa9-8421-c89b400e28db
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name 3-[[8,9-dihydroxy-7,7-dimethyl-2-(2-methylbut-3-en-2-yl)-8,9-dihydro-1H-pyrano[2,3-g]indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical) CC1(C(C(C2=C(O1)C=CC3=C2NC(=C3CC4C(=O)N5CCCC5C(=O)N4)C(C)(C)C=C)O)O)C
SMILES (Isomeric) CC1(C(C(C2=C(O1)C=CC3=C2NC(=C3CC4C(=O)N5CCCC5C(=O)N4)C(C)(C)C=C)O)O)C
InChI InChI=1S/C26H33N3O5/c1-6-25(2,3)21-14(12-15-24(33)29-11-7-8-16(29)23(32)27-15)13-9-10-17-18(19(13)28-21)20(30)22(31)26(4,5)34-17/h6,9-10,15-16,20,22,28,30-31H,1,7-8,11-12H2,2-5H3,(H,27,32)
InChI Key BVZYROIGCMYTBS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H33N3O5
Molecular Weight 467.60 g/mol
Exact Mass 467.24202116 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[8,9-dihydroxy-7,7-dimethyl-2-(2-methylbut-3-en-2-yl)-8,9-dihydro-1H-pyrano[2,3-g]indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[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 + 0.6029 60.29%
Caco-2 - 0.7307 73.07%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6270 62.70%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9363 93.63%
P-glycoprotein inhibitior - 0.4353 43.53%
P-glycoprotein substrate + 0.6627 66.27%
CYP3A4 substrate + 0.6923 69.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7846 78.46%
CYP3A4 inhibition - 0.6517 65.17%
CYP2C9 inhibition - 0.7105 71.05%
CYP2C19 inhibition - 0.7325 73.25%
CYP2D6 inhibition - 0.8346 83.46%
CYP1A2 inhibition - 0.7997 79.97%
CYP2C8 inhibition + 0.6121 61.21%
CYP inhibitory promiscuity - 0.7141 71.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5894 58.94%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9659 96.59%
Skin irritation - 0.7804 78.04%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7312 73.12%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8495 84.95%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.5701 57.01%
Acute Oral Toxicity (c) III 0.6418 64.18%
Estrogen receptor binding + 0.7258 72.58%
Androgen receptor binding + 0.6236 62.36%
Thyroid receptor binding + 0.6117 61.17%
Glucocorticoid receptor binding + 0.7291 72.91%
Aromatase binding + 0.6916 69.16%
PPAR gamma + 0.5615 56.15%
Honey bee toxicity - 0.8233 82.33%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9562 95.62%

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 99.63% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.58% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.35% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 97.56% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.06% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.30% 90.08%
CHEMBL240 Q12809 HERG 93.27% 89.76%
CHEMBL3524 P56524 Histone deacetylase 4 92.82% 92.97%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.80% 92.88%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.40% 88.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.07% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.11% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.62% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.55% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.88% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.11% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.98% 86.33%
CHEMBL325 Q13547 Histone deacetylase 1 85.75% 95.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.46% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 85.23% 94.75%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.81% 82.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.52% 97.50%
CHEMBL217 P14416 Dopamine D2 receptor 84.05% 95.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.14% 92.94%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.63% 95.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.39% 90.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.11% 93.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.41% 94.78%

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 163075979
LOTUS LTS0052535
wikiData Q103817072