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(3R,6S)-6-[(5-fluoro-4-nitro-1H-indol-3-yl)methyl]-3-hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethylpiperazine-2,5-dione

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 3d5efcf8-d72b-4a4c-a150-9c71dd4cc470
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3R,6S)-6-[(5-fluoro-4-nitro-1H-indol-3-yl)methyl]-3-hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethylpiperazine-2,5-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H21FN4O6/c1-25-17(9-13-11-24-16-7-6-15(23)19(18(13)16)27(32)33)20(29)26(2)22(31,21(25)30)10-12-4-3-5-14(28)8-12/h3-8,11,17,24,28,31H,9-10H2,1-2H3/t17-,22+/m0/s1
InChI Key HXOUKMUIBAVWHV-HTAPYJJXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H21FN4O6
Molecular Weight 456.40 g/mol
Exact Mass 456.14451256 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,6S)-6-[(5-fluoro-4-nitro-1H-indol-3-yl)methyl]-3-hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethylpiperazine-2,5-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8906 89.06%
Caco-2 - 0.6552 65.52%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Nucleus 0.5089 50.89%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8405 84.05%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8359 83.59%
BSEP inhibitior + 0.9359 93.59%
P-glycoprotein inhibitior + 0.6268 62.68%
P-glycoprotein substrate + 0.6136 61.36%
CYP3A4 substrate + 0.7022 70.22%
CYP2C9 substrate - 0.7608 76.08%
CYP2D6 substrate - 0.8523 85.23%
CYP3A4 inhibition - 0.5840 58.40%
CYP2C9 inhibition - 0.6384 63.84%
CYP2C19 inhibition - 0.5818 58.18%
CYP2D6 inhibition - 0.8465 84.65%
CYP1A2 inhibition - 0.7236 72.36%
CYP2C8 inhibition + 0.6728 67.28%
CYP inhibitory promiscuity + 0.6000 60.00%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.6000 60.00%
Carcinogenicity (trinary) Non-required 0.4544 45.44%
Eye corrosion - 0.9827 98.27%
Eye irritation - 0.9646 96.46%
Skin irritation - 0.7800 78.00%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4835 48.35%
Micronuclear + 0.9600 96.00%
Hepatotoxicity + 0.5649 56.49%
skin sensitisation - 0.8509 85.09%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5064 50.64%
Acute Oral Toxicity (c) III 0.5481 54.81%
Estrogen receptor binding + 0.7163 71.63%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding + 0.6102 61.02%
Glucocorticoid receptor binding + 0.7318 73.18%
Aromatase binding + 0.5340 53.40%
PPAR gamma + 0.5575 55.75%
Honey bee toxicity - 0.7848 78.48%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9209 92.09%

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
CHEMBL2581 P07339 Cathepsin D 98.82% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.92% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.69% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.45% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.36% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.07% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.86% 92.88%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.89% 94.00%
CHEMBL4072 P07858 Cathepsin B 89.58% 93.67%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.34% 91.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.07% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.91% 95.89%
CHEMBL255 P29275 Adenosine A2b receptor 87.55% 98.59%
CHEMBL4581 P52732 Kinesin-like protein 1 87.16% 93.18%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.91% 82.69%
CHEMBL2535 P11166 Glucose transporter 86.58% 98.75%
CHEMBL3524 P56524 Histone deacetylase 4 86.38% 92.97%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.23% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.16% 89.00%
CHEMBL1902 P62942 FK506-binding protein 1A 84.18% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.16% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.02% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.13% 91.07%

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 146582263
LOTUS LTS0113253
wikiData Q105035091