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(3R,4R)-3-(1,3-benzodioxol-5-yl)-2-oxa-6,11-diazatetracyclo[7.5.2.04,15.012,16]hexadeca-1(15),9,12(16),13-tetraen-5-one

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 1d9cd515-b7c8-4314-b912-bae3e28c0104
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (3R,4R)-3-(1,3-benzodioxol-5-yl)-2-oxa-6,11-diazatetracyclo[7.5.2.04,15.012,16]hexadeca-1(15),9,12(16),13-tetraen-5-one
SMILES (Canonical) C1CNC(=O)C2C(OC3=C2C4=C(C=C3)NC=C41)C5=CC6=C(C=C5)OCO6
SMILES (Isomeric) C1CNC(=O)[C@H]2[C@@H](OC3=C2C4=C(C=C3)NC=C41)C5=CC6=C(C=C5)OCO6
InChI InChI=1S/C20H16N2O4/c23-20-18-17-14(4-2-12-16(17)11(8-22-12)5-6-21-20)26-19(18)10-1-3-13-15(7-10)25-9-24-13/h1-4,7-8,18-19,22H,5-6,9H2,(H,21,23)/t18-,19+/m1/s1
InChI Key WBLUYASSOGHQQA-MOPGFXCFSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C20H16N2O4
Molecular Weight 348.40 g/mol
Exact Mass 348.11100700 g/mol
Topological Polar Surface Area (TPSA) 72.60 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-3-(1,3-benzodioxol-5-yl)-2-oxa-6,11-diazatetracyclo[7.5.2.04,15.012,16]hexadeca-1(15),9,12(16),13-tetraen-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 + 0.5084 50.84%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5231 52.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9245 92.45%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7398 73.98%
BSEP inhibitior + 0.9189 91.89%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate - 0.8061 80.61%
CYP3A4 substrate + 0.5689 56.89%
CYP2C9 substrate - 0.8267 82.67%
CYP2D6 substrate - 0.7704 77.04%
CYP3A4 inhibition + 0.7425 74.25%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.5180 51.80%
CYP2D6 inhibition - 0.5803 58.03%
CYP1A2 inhibition + 0.6811 68.11%
CYP2C8 inhibition - 0.8118 81.18%
CYP inhibitory promiscuity + 0.8168 81.68%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6257 62.57%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9871 98.71%
Skin irritation - 0.7821 78.21%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8237 82.37%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8615 86.15%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5810 58.10%
Acute Oral Toxicity (c) III 0.5838 58.38%
Estrogen receptor binding + 0.8370 83.70%
Androgen receptor binding + 0.6814 68.14%
Thyroid receptor binding + 0.5689 56.89%
Glucocorticoid receptor binding + 0.8182 81.82%
Aromatase binding + 0.5786 57.86%
PPAR gamma + 0.7745 77.45%
Honey bee toxicity - 0.7986 79.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity - 0.6218 62.18%

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 99.05% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.72% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.68% 97.09%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 93.79% 80.96%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.44% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.96% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.58% 93.99%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.35% 96.77%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.45% 88.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.72% 92.62%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 87.48% 96.39%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.09% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.65% 100.00%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 86.42% 95.55%
CHEMBL255 P29275 Adenosine A2b receptor 86.15% 98.59%
CHEMBL5543 Q9Y463 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 85.66% 94.70%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.74% 94.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.50% 89.67%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.16% 93.40%
CHEMBL217 P14416 Dopamine D2 receptor 82.95% 95.62%
CHEMBL4530 P00488 Coagulation factor XIII 82.89% 96.00%
CHEMBL2535 P11166 Glucose transporter 82.49% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 81.66% 91.49%
CHEMBL2581 P07339 Cathepsin D 81.22% 98.95%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.12% 82.67%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 81.07% 95.20%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.72% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.65% 99.23%
CHEMBL222 P23975 Norepinephrine transporter 80.64% 96.06%

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.
Rhaphidophora decursiva

Cross-Links

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PubChem 71560220
LOTUS LTS0262075
wikiData Q105300840