(4Z)-4-ethylidene-8-[4-hydroxy-2-(methoxymethyl)phenyl]-13-oxa-6-azatetracyclo[6.5.0.03,11.06,10]tridecan-7-one

Details

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Internal ID 0a1549d4-3eb4-4e48-adc2-e43c62f2c7eb
Taxonomy Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
IUPAC Name (4Z)-4-ethylidene-8-[4-hydroxy-2-(methoxymethyl)phenyl]-13-oxa-6-azatetracyclo[6.5.0.03,11.06,10]tridecan-7-one
SMILES (Canonical) CC=C1CN2C3CC(C2=O)(C4CC1C3CO4)C5=C(C=C(C=C5)O)COC
SMILES (Isomeric) C/C=C/1\CN2C3CC(C2=O)(C4CC1C3CO4)C5=C(C=C(C=C5)O)COC
InChI InChI=1S/C21H25NO4/c1-3-12-9-22-18-8-21(20(22)24,19-7-15(12)16(18)11-26-19)17-5-4-14(23)6-13(17)10-25-2/h3-6,15-16,18-19,23H,7-11H2,1-2H3/b12-3+
InChI Key DPANNHCWWLPIRF-KGVSQERTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25NO4
Molecular Weight 355.40 g/mol
Exact Mass 355.17835828 g/mol
Topological Polar Surface Area (TPSA) 59.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.37
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4Z)-4-ethylidene-8-[4-hydroxy-2-(methoxymethyl)phenyl]-13-oxa-6-azatetracyclo[6.5.0.03,11.06,10]tridecan-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 + 0.7864 78.64%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6377 63.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8159 81.59%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7843 78.43%
P-glycoprotein inhibitior - 0.5865 58.65%
P-glycoprotein substrate + 0.5914 59.14%
CYP3A4 substrate + 0.6653 66.53%
CYP2C9 substrate - 0.8117 81.17%
CYP2D6 substrate - 0.7490 74.90%
CYP3A4 inhibition - 0.6871 68.71%
CYP2C9 inhibition - 0.8644 86.44%
CYP2C19 inhibition - 0.8051 80.51%
CYP2D6 inhibition - 0.8963 89.63%
CYP1A2 inhibition - 0.8385 83.85%
CYP2C8 inhibition + 0.5593 55.93%
CYP inhibitory promiscuity - 0.7488 74.88%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5660 56.60%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9571 95.71%
Skin irritation - 0.7895 78.95%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3687 36.87%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5599 55.99%
skin sensitisation - 0.8370 83.70%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5953 59.53%
Acute Oral Toxicity (c) III 0.4814 48.14%
Estrogen receptor binding + 0.8505 85.05%
Androgen receptor binding + 0.6921 69.21%
Thyroid receptor binding + 0.6286 62.86%
Glucocorticoid receptor binding + 0.7685 76.85%
Aromatase binding - 0.6188 61.88%
PPAR gamma - 0.5261 52.61%
Honey bee toxicity - 0.7746 77.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9519 95.19%

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 98.30% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.03% 93.40%
CHEMBL2581 P07339 Cathepsin D 96.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.13% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.06% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.01% 86.33%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.98% 83.57%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.41% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.43% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.77% 89.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.06% 90.71%
CHEMBL4208 P20618 Proteasome component C5 84.18% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.96% 94.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.94% 93.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.97% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.25% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.42% 97.28%

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.
Epilobium hirsutum
Gelsemium elegans

Cross-Links

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PubChem 5319437
NPASS NPC47904