[3-[(2S)-butan-2-yl]-4-[4-(3-methylbut-2-enoxy)phenyl]-2,5-dioxopyrrol-1-yl] acetate

Details

• Internal ID: 78b2d43d-02db-4210-97e2-27994c1b696c
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: [3-[(2S)-butan-2-yl]-4-[4-(3-methylbut-2-enoxy)phenyl]-2,5-dioxopyrrol-1-yl] acetate
• InChI: InChI=1S/C21H25NO5/c1-6-14(4)18-19(21(25)22(20(18)24)27-15(5)23)16-7-9-17(10-8-16)26-12-11-13(2)3/h7-11,14H,6,12H2,1-5H3/t14-/m0/s1
• InChI Key: NFEIVDQHCXSVSI-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₅
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.17327290 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7611	76.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5733	57.33%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9024	90.24%
P-glycoprotein inhibitior	+	0.8198	81.98%
P-glycoprotein substrate	-	0.8381	83.81%
CYP3A4 substrate	+	0.5414	54.14%
CYP2C9 substrate	+	0.8009	80.09%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.6332	63.32%
CYP2C9 inhibition	-	0.5178	51.78%
CYP2C19 inhibition	-	0.5184	51.84%
CYP2D6 inhibition	-	0.8520	85.20%
CYP1A2 inhibition	-	0.5764	57.64%
CYP2C8 inhibition	-	0.7195	71.95%
CYP inhibitory promiscuity	+	0.5681	56.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.4958	49.58%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9676	96.76%
Skin irritation	-	0.7761	77.61%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7159	71.59%
Micronuclear	+	0.6474	64.74%
Hepatotoxicity	+	0.7054	70.54%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6428	64.28%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5759	57.59%
Estrogen receptor binding	+	0.8478	84.78%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	+	0.7669	76.69%
Aromatase binding	+	0.7079	70.79%
PPAR gamma	+	0.7037	70.37%
Honey bee toxicity	-	0.9194	91.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.26%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.45%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.69%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.07%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	86.95%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.69%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163105179
• LOTUS: LTS0092635
• wikiData: Q105178409