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N-[5-[[4-[2-amino-4-(hydroxymethyl)phenoxy]-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]-2-hydroxyphenyl]acetamide

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 bc5f0341-5d97-4f5d-917c-724d15c92486
Taxonomy Benzenoids > Benzene and substituted derivatives > Anilides > Acetanilides
IUPAC Name N-[5-[[4-[2-amino-4-(hydroxymethyl)phenoxy]-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]-2-hydroxyphenyl]acetamide
SMILES (Canonical) CC(=O)NC1=C(C=CC(=C1)NC2=CC(=O)C(=CC2=O)OC3=C(C=C(C=C3)CO)N)O
SMILES (Isomeric) CC(=O)NC1=C(C=CC(=C1)NC2=CC(=O)C(=CC2=O)OC3=C(C=C(C=C3)CO)N)O
InChI InChI=1S/C21H19N3O6/c1-11(26)23-15-7-13(3-4-17(15)27)24-16-8-19(29)21(9-18(16)28)30-20-5-2-12(10-25)6-14(20)22/h2-9,24-25,27H,10,22H2,1H3,(H,23,26)
InChI Key DMGROVQSDUWHGV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H19N3O6
Molecular Weight 409.40 g/mol
Exact Mass 409.12738533 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[5-[[4-[2-amino-4-(hydroxymethyl)phenoxy]-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]-2-hydroxyphenyl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5819 58.19%
Caco-2 - 0.9114 91.14%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6871 68.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8991 89.91%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9338 93.38%
BSEP inhibitior + 0.8266 82.66%
P-glycoprotein inhibitior - 0.6159 61.59%
P-glycoprotein substrate - 0.5227 52.27%
CYP3A4 substrate + 0.5873 58.73%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8459 84.59%
CYP3A4 inhibition - 0.5772 57.72%
CYP2C9 inhibition - 0.7529 75.29%
CYP2C19 inhibition - 0.6378 63.78%
CYP2D6 inhibition - 0.9119 91.19%
CYP1A2 inhibition - 0.6116 61.16%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.5218 52.18%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7966 79.66%
Carcinogenicity (trinary) Non-required 0.6996 69.96%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9513 95.13%
Skin irritation - 0.8296 82.96%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5042 50.42%
skin sensitisation - 0.8741 87.41%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7086 70.86%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5855 58.55%
Acute Oral Toxicity (c) III 0.6811 68.11%
Estrogen receptor binding + 0.7165 71.65%
Androgen receptor binding + 0.8548 85.48%
Thyroid receptor binding + 0.6029 60.29%
Glucocorticoid receptor binding + 0.8595 85.95%
Aromatase binding - 0.6023 60.23%
PPAR gamma + 0.8381 83.81%
Honey bee toxicity - 0.7815 78.15%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6399 63.99%
Fish aquatic toxicity + 0.9461 94.61%

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 96.31% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.38% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.22% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.60% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.93% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.70% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.81% 95.50%
CHEMBL1255126 O15151 Protein Mdm4 90.37% 90.20%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 89.12% 94.42%
CHEMBL3587 Q02750 Dual specificity mitogen-activated protein kinase kinase 1 88.98% 97.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.83% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.83% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.67% 86.33%
CHEMBL2535 P11166 Glucose transporter 88.16% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 88.14% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.84% 99.15%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 87.81% 95.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.63% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.35% 96.38%
CHEMBL1951 P21397 Monoamine oxidase A 85.37% 91.49%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 85.05% 88.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.89% 97.28%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.35% 96.90%
CHEMBL4208 P20618 Proteasome component C5 83.65% 90.00%
CHEMBL2581 P07339 Cathepsin D 83.63% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.56% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.84% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.86% 89.34%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.23% 86.92%

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.
There are no matching plants.

Cross-Links

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PubChem 163108283
LOTUS LTS0186200
wikiData Q104985081