(R)-3-Acetyl-5-((S)-sec-butyl)-4-hydroxy-1,5-dihydro-2H-pyrrol-2-one

Details

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Internal ID a14bad44-9406-4f59-9c6d-1272a625ca7a
Taxonomy Organoheterocyclic compounds > Pyrrolines
IUPAC Name (2R)-4-acetyl-2-[(2S)-butan-2-yl]-3-hydroxy-1,2-dihydropyrrol-5-one
SMILES (Canonical) CCC(C)C1C(=C(C(=O)N1)C(=O)C)O
SMILES (Isomeric) CC[C@H](C)[C@@H]1C(=C(C(=O)N1)C(=O)C)O
InChI InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14)/t5-,8+/m0/s1
InChI Key CEIZFXOZIQNICU-YLWLKBPMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C10H15NO3
Molecular Weight 197.23 g/mol
Exact Mass 197.10519334 g/mol
Topological Polar Surface Area (TPSA) 66.40 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.93
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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CHEMBL2287506
(R)-3-Acetyl-5-((S)-sec-butyl)-4-hydroxy-1,5-dihydro-2H-pyrrol-2-one
36576-19-9

2D Structure

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2D Structure of (R)-3-Acetyl-5-((S)-sec-butyl)-4-hydroxy-1,5-dihydro-2H-pyrrol-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 + 0.9525 95.25%
Caco-2 + 0.5872 58.72%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6675 66.75%
OATP2B1 inhibitior - 0.8530 85.30%
OATP1B1 inhibitior + 0.8429 84.29%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9020 90.20%
P-glycoprotein inhibitior - 0.9395 93.95%
P-glycoprotein substrate - 0.6781 67.81%
CYP3A4 substrate - 0.6367 63.67%
CYP2C9 substrate - 0.5966 59.66%
CYP2D6 substrate - 0.8912 89.12%
CYP3A4 inhibition - 0.8706 87.06%
CYP2C9 inhibition - 0.7507 75.07%
CYP2C19 inhibition - 0.8238 82.38%
CYP2D6 inhibition - 0.8722 87.22%
CYP1A2 inhibition - 0.7776 77.76%
CYP2C8 inhibition - 0.9681 96.81%
CYP inhibitory promiscuity - 0.7288 72.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.5610 56.10%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.7220 72.20%
Skin irritation - 0.7778 77.78%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5975 59.75%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.6033 60.33%
skin sensitisation - 0.8405 84.05%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.4654 46.54%
Acute Oral Toxicity (c) II 0.7165 71.65%
Estrogen receptor binding - 0.7353 73.53%
Androgen receptor binding - 0.7758 77.58%
Thyroid receptor binding - 0.6150 61.50%
Glucocorticoid receptor binding - 0.9137 91.37%
Aromatase binding - 0.8152 81.52%
PPAR gamma - 0.8888 88.88%
Honey bee toxicity - 0.9129 91.29%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity - 0.4013 40.13%

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 97.08% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.10% 91.11%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 87.72% 83.10%
CHEMBL255 P29275 Adenosine A2b receptor 86.55% 98.59%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.43% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.23% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.57% 89.34%
CHEMBL2996 Q05655 Protein kinase C delta 82.48% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.49% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.12% 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 54723289
LOTUS LTS0000151
wikiData Q104955739