(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide

Details

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Internal ID 9e0cc6fd-47e8-4734-af35-cb16e695c377
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)non-8-enamide
SMILES (Canonical) CC(C)CNC(=O)CCCCCCC=CC1=CC2=C(C=C1)OCO2
SMILES (Isomeric) CC(C)CNC(=O)CCCCCC/C=C/C1=CC2=C(C=C1)OCO2
InChI InChI=1S/C20H29NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h7,9,11-13,16H,3-6,8,10,14-15H2,1-2H3,(H,21,22)/b9-7+
InChI Key RIIYLNBWAREERF-VQHVLOKHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H29NO3
Molecular Weight 331.40 g/mol
Exact Mass 331.21474379 g/mol
Topological Polar Surface Area (TPSA) 47.60 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.54
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide
CHEMBL3338738
Q27138442
(E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)non-8-enamide

2D Structure

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2D Structure of (8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide

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 + 0.7612 76.12%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7233 72.33%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9042 90.42%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9440 94.40%
P-glycoprotein inhibitior + 0.6954 69.54%
P-glycoprotein substrate - 0.7651 76.51%
CYP3A4 substrate - 0.5245 52.45%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8481 84.81%
CYP3A4 inhibition - 0.5438 54.38%
CYP2C9 inhibition - 0.6770 67.70%
CYP2C19 inhibition + 0.6754 67.54%
CYP2D6 inhibition + 0.5394 53.94%
CYP1A2 inhibition - 0.5249 52.49%
CYP2C8 inhibition - 0.8617 86.17%
CYP inhibitory promiscuity + 0.7730 77.30%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.6284 62.84%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.7457 74.57%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis - 0.7737 77.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9182 91.82%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5842 58.42%
skin sensitisation - 0.8098 80.98%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8672 86.72%
Acute Oral Toxicity (c) III 0.6874 68.74%
Estrogen receptor binding - 0.5291 52.91%
Androgen receptor binding + 0.7865 78.65%
Thyroid receptor binding + 0.7332 73.32%
Glucocorticoid receptor binding - 0.6929 69.29%
Aromatase binding - 0.4879 48.79%
PPAR gamma + 0.6490 64.90%
Honey bee toxicity - 0.9395 93.95%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5076 50.76%
Fish aquatic toxicity + 0.8672 86.72%

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 99.20% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.39% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.64% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 96.83% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.69% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.27% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 94.29% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.53% 96.09%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 92.00% 80.96%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.03% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.63% 90.71%
CHEMBL3492 P49721 Proteasome Macropain subunit 90.39% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.69% 89.00%
CHEMBL230 P35354 Cyclooxygenase-2 89.41% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.26% 95.56%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 88.52% 89.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.68% 86.33%
CHEMBL4208 P20618 Proteasome component C5 86.28% 90.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.71% 95.17%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 83.32% 96.67%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.98% 85.30%
CHEMBL240 Q12809 HERG 82.93% 89.76%
CHEMBL4179 P45984 c-Jun N-terminal kinase 2 81.95% 90.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.58% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.53% 95.89%

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 16122394
LOTUS LTS0256845
wikiData Q27138442