1-Hydroxy-3-[4-(3-methylbut-2-enoxy)phenyl]-4-(2-methylpropyl)pyrrolidine-2,5-dione

Details

• Internal ID: b4af9a7c-b188-488a-86d6-a86255260aa6
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: 1-hydroxy-3-[4-(3-methylbut-2-enoxy)phenyl]-4-(2-methylpropyl)pyrrolidine-2,5-dione
• SMILES (Canonical): CC(C)CC1C(C(=O)N(C1=O)O)C2=CC=C(C=C2)OCC=C(C)C
• SMILES (Isomeric): CC(C)CC1C(C(=O)N(C1=O)O)C2=CC=C(C=C2)OCC=C(C)C
• InChI: InChI=1S/C19H25NO4/c1-12(2)9-10-24-15-7-5-14(6-8-15)17-16(11-13(3)4)18(21)20(23)19(17)22/h5-9,13,16-17,23H,10-11H2,1-4H3
• InChI Key: ZZKUVVFNFOKVQE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.17835828 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL3704900
• US9115083, Compound 4
• US9115083, Compound 5
• BDBM175050

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	+	0.6728	67.28%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8151	81.51%
P-glycoprotein inhibitior	-	0.6597	65.97%
P-glycoprotein substrate	-	0.8744	87.44%
CYP3A4 substrate	+	0.5279	52.79%
CYP2C9 substrate	-	0.5818	58.18%
CYP2D6 substrate	-	0.7932	79.32%
CYP3A4 inhibition	-	0.8229	82.29%
CYP2C9 inhibition	-	0.6500	65.00%
CYP2C19 inhibition	-	0.6718	67.18%
CYP2D6 inhibition	-	0.8685	86.85%
CYP1A2 inhibition	-	0.6868	68.68%
CYP2C8 inhibition	-	0.8355	83.55%
CYP inhibitory promiscuity	-	0.6591	65.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9415	94.15%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.7191	71.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5145	51.45%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7428	74.28%
Nephrotoxicity	+	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.5963	59.63%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.8295	82.95%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.7023	70.23%
PPAR gamma	+	0.6447	64.47%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9842	98.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL4208	P20618	Proteasome component C5	91.75%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.94%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	86.24%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.23%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.57%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.91%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.26%	96.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.42%	96.12%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21950116
• LOTUS: LTS0185922
• wikiData: Q104202958