(3R,5R)-5-[(2S)-butan-2-yl]-3-[(1S)-1-hydroxy-3-oxo-4-phenylbutyl]pyrrolidin-2-one

Details

• Internal ID: 09eb39bb-a5de-4746-9df5-75f1414e87e3
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: (3R,5R)-5-[(2S)-butan-2-yl]-3-[(1S)-1-hydroxy-3-oxo-4-phenylbutyl]pyrrolidin-2-one
• SMILES (Canonical): CCC(C)C1CC(C(=O)N1)C(CC(=O)CC2=CC=CC=C2)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C[C@@H](C(=O)N1)[C@H](CC(=O)CC2=CC=CC=C2)O
• InChI: InChI=1S/C18H25NO3/c1-3-12(2)16-11-15(18(22)19-16)17(21)10-14(20)9-13-7-5-4-6-8-13/h4-8,12,15-17,21H,3,9-11H2,1-2H3,(H,19,22)/t12-,15+,16+,17-/m0/s1
• InChI Key: XUYBKWQPNPBFTE-DXEWXGHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₃
• Molecular Weight: 303.40 g/mol
• Exact Mass: 303.18344366 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.5191	51.91%
Blood Brain Barrier	+	0.6330	63.30%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7352	73.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6371	63.71%
P-glycoprotein inhibitior	-	0.7878	78.78%
P-glycoprotein substrate	+	0.5209	52.09%
CYP3A4 substrate	-	0.5055	50.55%
CYP2C9 substrate	-	0.5975	59.75%
CYP2D6 substrate	-	0.7988	79.88%
CYP3A4 inhibition	-	0.8449	84.49%
CYP2C9 inhibition	-	0.8171	81.71%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.8627	86.27%
CYP2C8 inhibition	-	0.8059	80.59%
CYP inhibitory promiscuity	-	0.7576	75.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9902	99.02%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4529	45.29%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5258	52.58%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8230	82.30%
Acute Oral Toxicity (c)	III	0.6028	60.28%
Estrogen receptor binding	+	0.6441	64.41%
Androgen receptor binding	-	0.5735	57.35%
Thyroid receptor binding	-	0.7545	75.45%
Glucocorticoid receptor binding	-	0.6401	64.01%
Aromatase binding	-	0.6322	63.22%
PPAR gamma	-	0.5272	52.72%
Honey bee toxicity	-	0.9540	95.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7599	75.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.28%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.45%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.83%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.25%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.57%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.61%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.39%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.73%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.13%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.50%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163068284
• LOTUS: LTS0195744
• wikiData: Q105342725