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3-hydroxy-1-methyl-3-[(1R)-1-[5-(methylsulfanylmethyl)-6-oxo-3-(2-oxocyclopent-3-en-1-ylidene)piperazin-2-yl]ethyl]indol-2-one

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 72a135cf-1cd5-405b-8e14-89142f29d3fc
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Delta amino acids and derivatives
IUPAC Name 3-hydroxy-1-methyl-3-[(1R)-1-[5-(methylsulfanylmethyl)-6-oxo-3-(2-oxocyclopent-3-en-1-ylidene)piperazin-2-yl]ethyl]indol-2-one
SMILES (Canonical) CC(C1C(=C2CC=CC2=O)NC(C(=O)N1)CSC)C3(C4=CC=CC=C4N(C3=O)C)O
SMILES (Isomeric) C[C@H](C1C(=C2CC=CC2=O)NC(C(=O)N1)CSC)C3(C4=CC=CC=C4N(C3=O)C)O
InChI InChI=1S/C22H25N3O4S/c1-12(22(29)14-8-4-5-9-16(14)25(2)21(22)28)18-19(13-7-6-10-17(13)26)23-15(11-30-3)20(27)24-18/h4-6,8-10,12,15,18,23,29H,7,11H2,1-3H3,(H,24,27)/t12-,15?,18?,22?/m1/s1
InChI Key WRIHBAZFGUFNHT-WVELIZPUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H25N3O4S
Molecular Weight 427.50 g/mol
Exact Mass 427.15657746 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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3-Hydroxy-3-((1R)-1-(6-hydroxy-5-((methylsulphanyl)methyl)-3-(2-oxocyclopent-3-en-1-ylidene)-2,3,4,5-tetrahydropyrazin-2-yl)ethyl)-1-methyl-2,3-dihydro-1H-indol-2-one
3-Hydroxy-3-[(1R)-1-{6-hydroxy-5-[(methylsulphanyl)methyl]-3-(2-oxocyclopent-3-en-1-ylidene)-2,3,4,5-tetrahydropyrazin-2-yl}ethyl]-1-methyl-2,3-dihydro-1H-indol-2-one
RefChem:141479
CHEBI:215650
3-hydroxy-1-methyl-3-[(1R)-1-[5-(methylsulanylmethyl)-6-oxo-3-(2-oxocyclopent-3-en-1-ylidene)piperazin-2-yl]ethyl]indol-2-one

2D Structure

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2D Structure of 3-hydroxy-1-methyl-3-[(1R)-1-[5-(methylsulfanylmethyl)-6-oxo-3-(2-oxocyclopent-3-en-1-ylidene)piperazin-2-yl]ethyl]indol-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8252 82.52%
Caco-2 - 0.5561 55.61%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6611 66.11%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9794 97.94%
BSEP inhibitior + 0.9483 94.83%
P-glycoprotein inhibitior - 0.4527 45.27%
P-glycoprotein substrate + 0.6686 66.86%
CYP3A4 substrate + 0.6480 64.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8658 86.58%
CYP3A4 inhibition - 0.8156 81.56%
CYP2C9 inhibition - 0.7280 72.80%
CYP2C19 inhibition - 0.7571 75.71%
CYP2D6 inhibition - 0.8675 86.75%
CYP1A2 inhibition - 0.8206 82.06%
CYP2C8 inhibition - 0.7746 77.46%
CYP inhibitory promiscuity - 0.8129 81.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5944 59.44%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9856 98.56%
Skin irritation - 0.7649 76.49%
Skin corrosion - 0.9248 92.48%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8102 81.02%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5127 51.27%
skin sensitisation - 0.8468 84.68%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5643 56.43%
Acute Oral Toxicity (c) III 0.5905 59.05%
Estrogen receptor binding + 0.5729 57.29%
Androgen receptor binding + 0.6515 65.15%
Thyroid receptor binding - 0.4908 49.08%
Glucocorticoid receptor binding + 0.6470 64.70%
Aromatase binding + 0.5467 54.67%
PPAR gamma + 0.7086 70.86%
Honey bee toxicity - 0.8664 86.64%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8885 88.85%

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 98.86% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.56% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.58% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.47% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.73% 85.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.59% 88.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.36% 82.69%
CHEMBL4208 P20618 Proteasome component C5 89.14% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.07% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.82% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 84.47% 94.75%
CHEMBL217 P14416 Dopamine D2 receptor 83.60% 95.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.40% 96.47%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.19% 93.40%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.55% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146684035
LOTUS LTS0186093
wikiData Q105311314