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N-[2-[5-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-1H-indol-3-yl]ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

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 5e7e2ca6-3c92-4125-98b5-6bcb6d98d9be
Taxonomy Lignans, neolignans and related compounds
IUPAC Name N-[2-[5-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-1H-indol-3-yl]ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
SMILES (Canonical) COC1=C(C=CC(=C1)C(C(CO)OC2=CC3=C(C=C2)NC=C3CCNC(=O)C=CC4=CC=C(C=C4)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C(C(CO)OC2=CC3=C(C=C2)NC=C3CCNC(=O)C=CC4=CC=C(C=C4)O)O)O
InChI InChI=1S/C29H30N2O7/c1-37-26-14-19(5-10-25(26)34)29(36)27(17-32)38-22-8-9-24-23(15-22)20(16-31-24)12-13-30-28(35)11-4-18-2-6-21(33)7-3-18/h2-11,14-16,27,29,31-34,36H,12-13,17H2,1H3,(H,30,35)
InChI Key LMWMSKRQOYZVFO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H30N2O7
Molecular Weight 518.60 g/mol
Exact Mass 518.20530130 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[2-[5-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-1H-indol-3-yl]ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9883 98.83%
Caco-2 - 0.8708 87.08%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4861 48.61%
OATP2B1 inhibitior - 0.5740 57.40%
OATP1B1 inhibitior + 0.8636 86.36%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.8627 86.27%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9515 95.15%
P-glycoprotein inhibitior + 0.8275 82.75%
P-glycoprotein substrate + 0.7584 75.84%
CYP3A4 substrate + 0.6565 65.65%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.8006 80.06%
CYP3A4 inhibition + 0.5966 59.66%
CYP2C9 inhibition - 0.6262 62.62%
CYP2C19 inhibition - 0.7586 75.86%
CYP2D6 inhibition - 0.7861 78.61%
CYP1A2 inhibition - 0.6316 63.16%
CYP2C8 inhibition + 0.7414 74.14%
CYP inhibitory promiscuity + 0.7694 76.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6364 63.64%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.7777 77.77%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7141 71.41%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.8936 89.36%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9185 91.85%
Acute Oral Toxicity (c) III 0.7051 70.51%
Estrogen receptor binding + 0.8161 81.61%
Androgen receptor binding + 0.6758 67.58%
Thyroid receptor binding + 0.5864 58.64%
Glucocorticoid receptor binding + 0.6998 69.98%
Aromatase binding - 0.5771 57.71%
PPAR gamma + 0.7327 73.27%
Honey bee toxicity - 0.7797 77.97%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity - 0.8102 81.02%

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 99.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.19% 96.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 96.78% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.67% 99.17%
CHEMBL2581 P07339 Cathepsin D 96.56% 98.95%
CHEMBL2535 P11166 Glucose transporter 95.91% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.79% 96.00%
CHEMBL1914 P06276 Butyrylcholinesterase 95.51% 95.00%
CHEMBL4208 P20618 Proteasome component C5 95.45% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.94% 95.56%
CHEMBL1255126 O15151 Protein Mdm4 93.05% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.94% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.69% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.14% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.60% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.23% 94.75%
CHEMBL255 P29275 Adenosine A2b receptor 88.91% 98.59%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.72% 91.71%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 86.53% 97.03%
CHEMBL242 Q92731 Estrogen receptor beta 86.37% 98.35%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.81% 91.07%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.88% 89.67%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.87% 92.88%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 84.58% 89.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.17% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.68% 89.44%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.44% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.43% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.28% 85.14%
CHEMBL3959 P16083 Quinone reductase 2 80.20% 89.49%

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.
Ipomoea obscura

Cross-Links

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PubChem 78385122
LOTUS LTS0112937
wikiData Q105154166