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[(1S,4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone

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 4471b59f-a61d-434c-86bd-1a77112e2d0c
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name [(1S,4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone
SMILES (Canonical) C1CCN(CC1)C(=O)C2C=CC(C(C2C(=O)N3CCCCC3)C=CC=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7
SMILES (Isomeric) C1CCN(CC1)C(=O)[C@H]2C=C[C@H]([C@H]([C@@H]2C(=O)N3CCCCC3)/C=C/C=C/C4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7
InChI InChI=1S/C36H40N2O6/c39-35(37-17-5-1-6-18-37)29-14-13-27(26-12-16-31-33(22-26)44-24-42-31)28(34(29)36(40)38-19-7-2-8-20-38)10-4-3-9-25-11-15-30-32(21-25)43-23-41-30/h3-4,9-16,21-22,27-29,34H,1-2,5-8,17-20,23-24H2/b9-3+,10-4+/t27-,28+,29-,34-/m0/s1
InChI Key GCQHTQHVLFJWAH-ILPOJUMXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H40N2O6
Molecular Weight 596.70 g/mol
Exact Mass 596.28863700 g/mol
Topological Polar Surface Area (TPSA) 77.50 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.94
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9730 97.30%
Caco-2 - 0.7823 78.23%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8179 81.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9045 90.45%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9945 99.45%
P-glycoprotein inhibitior + 0.9391 93.91%
P-glycoprotein substrate - 0.7608 76.08%
CYP3A4 substrate + 0.5632 56.32%
CYP2C9 substrate + 0.6190 61.90%
CYP2D6 substrate - 0.8222 82.22%
CYP3A4 inhibition + 0.9128 91.28%
CYP2C9 inhibition - 0.7390 73.90%
CYP2C19 inhibition - 0.6090 60.90%
CYP2D6 inhibition - 0.7130 71.30%
CYP1A2 inhibition - 0.5163 51.63%
CYP2C8 inhibition - 0.5704 57.04%
CYP inhibitory promiscuity + 0.7366 73.66%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5964 59.64%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9397 93.97%
Skin irritation - 0.7676 76.76%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8486 84.86%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8728 87.28%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8443 84.43%
Acute Oral Toxicity (c) III 0.7232 72.32%
Estrogen receptor binding + 0.7055 70.55%
Androgen receptor binding + 0.7871 78.71%
Thyroid receptor binding - 0.4903 49.03%
Glucocorticoid receptor binding + 0.7439 74.39%
Aromatase binding - 0.4911 49.11%
PPAR gamma + 0.5835 58.35%
Honey bee toxicity - 0.8438 84.38%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9760 97.60%

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
CHEMBL2039 P27338 Monoamine oxidase B 97.12% 92.51%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.32% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.04% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.72% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.56% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.42% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 91.29% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.10% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.99% 96.77%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.36% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.99% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.17% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.78% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.45% 93.40%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.88% 98.75%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 81.77% 96.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.63% 94.80%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.57% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.53% 94.45%
CHEMBL5028 O14672 ADAM10 80.47% 97.50%

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 11444749
LOTUS LTS0235666
wikiData Q105006411