8-(1,3-benzodioxol-5-yl)-N-(3-methylbutyl)octa-2,4-dienamide

Details

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Internal ID 617cfd79-55ae-4a1e-b56d-74f5f2a680c6
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name 8-(1,3-benzodioxol-5-yl)-N-(3-methylbutyl)octa-2,4-dienamide
SMILES (Canonical) CC(C)CCNC(=O)C=CC=CCCCC1=CC2=C(C=C1)OCO2
SMILES (Isomeric) CC(C)CCNC(=O)C=CC=CCCCC1=CC2=C(C=C1)OCO2
InChI InChI=1S/C20H27NO3/c1-16(2)12-13-21-20(22)9-7-5-3-4-6-8-17-10-11-18-19(14-17)24-15-23-18/h3,5,7,9-11,14,16H,4,6,8,12-13,15H2,1-2H3,(H,21,22)
InChI Key SWENTULCGZSDKG-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H27NO3
Molecular Weight 329.40 g/mol
Exact Mass 329.19909372 g/mol
Topological Polar Surface Area (TPSA) 47.60 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.01
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-(1,3-benzodioxol-5-yl)-N-(3-methylbutyl)octa-2,4-dienamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8096 80.96%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5397 53.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.9427 94.27%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8605 86.05%
P-glycoprotein inhibitior + 0.7593 75.93%
P-glycoprotein substrate + 0.5935 59.35%
CYP3A4 substrate + 0.5754 57.54%
CYP2C9 substrate - 0.6355 63.55%
CYP2D6 substrate - 0.8841 88.41%
CYP3A4 inhibition - 0.7213 72.13%
CYP2C9 inhibition - 0.5733 57.33%
CYP2C19 inhibition + 0.5224 52.24%
CYP2D6 inhibition + 0.5912 59.12%
CYP1A2 inhibition + 0.6516 65.16%
CYP2C8 inhibition - 0.7572 75.72%
CYP inhibitory promiscuity + 0.5603 56.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.6354 63.54%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.6572 65.72%
Skin corrosion - 0.8885 88.85%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8547 85.47%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7468 74.68%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8312 83.12%
Acute Oral Toxicity (c) III 0.6053 60.53%
Estrogen receptor binding - 0.5829 58.29%
Androgen receptor binding + 0.8405 84.05%
Thyroid receptor binding + 0.6040 60.40%
Glucocorticoid receptor binding - 0.4712 47.12%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6431 64.31%
Honey bee toxicity - 0.9232 92.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7725 77.25%

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 99.03% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.00% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.60% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 96.41% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.95% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.85% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.76% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 94.48% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.66% 90.71%
CHEMBL2039 P27338 Monoamine oxidase B 93.59% 92.51%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.82% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.51% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.72% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.42% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.79% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.15% 90.24%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 80.86% 89.33%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.49% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.37% 90.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.31% 80.96%

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.
Piper nigrum

Cross-Links

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PubChem 163041757
LOTUS LTS0269066
wikiData Q105262610