(2S)-4-acetyl-2-[(2R)-butan-2-yl]-3-hydroxy-1,2-dihydropyrrol-5-one

Details

• Internal ID: 0b2a48f1-f4a6-480f-9a49-cb2ca4d821d2
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: (2S)-4-acetyl-2-[(2R)-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+/m1/s1
• InChI Key: CEIZFXOZIQNICU-XRGYYRRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Viola philippica

Cross-Links

• PubChem: 54711000
• NPASS: NPC246481
• LOTUS: LTS0262814
• wikiData: Q104955737