1-[4-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]butyl]pyrrolidin-2-one

Details

• Internal ID: 092a8653-c9cb-402c-bc96-99552a680ae2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 1-[4-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]butyl]pyrrolidin-2-one
• SMILES (Canonical): CC1CC(OC1=O)CCCCN2CCCC2=O
• SMILES (Isomeric): C[C@@H]1C[C@H](OC1=O)CCCCN2CCCC2=O
• InChI: InChI=1S/C13H21NO3/c1-10-9-11(17-13(10)16)5-2-3-7-14-8-4-6-12(14)15/h10-11H,2-9H2,1H3/t10-,11-/m1/s1
• InChI Key: ZLNTZEKPGSFXGP-GHMZBOCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₃
• Molecular Weight: 239.31 g/mol
• Exact Mass: 239.15214353 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9345	93.45%
Caco-2	+	0.5734	57.34%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5249	52.49%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7870	78.70%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.6504	65.04%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.9090	90.90%
CYP2C9 inhibition	-	0.7923	79.23%
CYP2C19 inhibition	+	0.6675	66.75%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.7909	79.09%
CYP2C8 inhibition	-	0.9672	96.72%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5520	55.20%
Eye corrosion	-	0.9678	96.78%
Eye irritation	-	0.7186	71.86%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.8320	83.20%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6649	66.49%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6376	63.76%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7166	71.66%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	-	0.6868	68.68%
Androgen receptor binding	-	0.6164	61.64%
Thyroid receptor binding	-	0.6840	68.40%
Glucocorticoid receptor binding	+	0.5964	59.64%
Aromatase binding	-	0.7137	71.37%
PPAR gamma	-	0.7171	71.71%
Honey bee toxicity	-	0.9501	95.01%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6158	61.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.99%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.39%	93.40%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.86%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.49%	90.08%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.77%	91.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.61%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.28%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.47%	82.38%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.17%	98.46%

Plants that contains it

• Pandanus amaryllifolius

Cross-Links

• PubChem: 101518055
• LOTUS: LTS0044206
• wikiData: Q105379004