Lepidine B

Details

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Internal ID 393f68f3-5a7c-4db7-9de1-f1912ac8c66e
Taxonomy Benzenoids > Benzene and substituted derivatives > Diphenylethers
IUPAC Name 3-(1H-imidazol-2-ylmethyl)-2-[3-(1H-imidazol-2-ylmethyl)phenoxy]phenol
SMILES (Canonical) C1=CC(=CC(=C1)OC2=C(C=CC=C2O)CC3=NC=CN3)CC4=NC=CN4
SMILES (Isomeric) C1=CC(=CC(=C1)OC2=C(C=CC=C2O)CC3=NC=CN3)CC4=NC=CN4
InChI InChI=1S/C20H18N4O2/c25-17-6-2-4-15(13-19-23-9-10-24-19)20(17)26-16-5-1-3-14(11-16)12-18-21-7-8-22-18/h1-11,25H,12-13H2,(H,21,22)(H,23,24)
InChI Key RQNSAUQJLRAUMV-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18N4O2
Molecular Weight 346.40 g/mol
Exact Mass 346.14297583 g/mol
Topological Polar Surface Area (TPSA) 86.80 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.81
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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CHEBI:175380
3-(1H-imidazol-2-ylmethyl)-2-[3-(1H-imidazol-2-ylmethyl)phenoxy]phenol

2D Structure

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2D Structure of Lepidine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9967 99.67%
Caco-2 - 0.7872 78.72%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Nucleus 0.5073 50.73%
OATP2B1 inhibitior - 0.8554 85.54%
OATP1B1 inhibitior + 0.9308 93.08%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7612 76.12%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7286 72.86%
CYP3A4 substrate + 0.5504 55.04%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.7553 75.53%
CYP3A4 inhibition + 0.5070 50.70%
CYP2C9 inhibition - 0.5617 56.17%
CYP2C19 inhibition + 0.7106 71.06%
CYP2D6 inhibition + 0.7188 71.88%
CYP1A2 inhibition + 0.7691 76.91%
CYP2C8 inhibition + 0.7825 78.25%
CYP inhibitory promiscuity + 0.8881 88.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8308 83.08%
Carcinogenicity (trinary) Non-required 0.5365 53.65%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.7864 78.64%
Skin irritation - 0.7965 79.65%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7716 77.16%
Micronuclear + 0.8759 87.59%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8441 84.41%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8114 81.14%
Acute Oral Toxicity (c) III 0.5965 59.65%
Estrogen receptor binding + 0.8415 84.15%
Androgen receptor binding + 0.6125 61.25%
Thyroid receptor binding + 0.6921 69.21%
Glucocorticoid receptor binding + 0.7223 72.23%
Aromatase binding + 0.8355 83.55%
PPAR gamma + 0.8104 81.04%
Honey bee toxicity - 0.8449 84.49%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity - 0.6926 69.26%

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
CHEMBL1860 P10827 Thyroid hormone receptor alpha 98.76% 99.15%
CHEMBL235 P37231 Peroxisome proliferator-activated receptor gamma 96.58% 95.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.06% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.52% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.48% 94.73%
CHEMBL2535 P11166 Glucose transporter 92.45% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.90% 93.99%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 91.22% 82.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.82% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.50% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.37% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.04% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.89% 94.62%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.48% 92.67%
CHEMBL3902 P09211 Glutathione S-transferase Pi 81.56% 93.81%
CHEMBL2319 P06870 Kallikrein 1 80.69% 90.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.01% 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.
Lepidium sativum

Cross-Links

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PubChem 100927764
LOTUS LTS0186219
wikiData Q105243445