(5S)-4-ethenyl-5-[(Z)-(4-ethyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-5-methoxy-3-methyl-1H-pyrrol-2-one

Details

• Internal ID: d533f43b-cc02-49a1-9dc0-60283831ab91
• Taxonomy: Organic acids and derivatives > Carboximidic acids and derivatives > Carboximidic acids > Cyclic carboximidic acids
• IUPAC Name: (5S)-4-ethenyl-5-[(Z)-(4-ethyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-5-methoxy-3-methyl-1H-pyrrol-2-one
• InChI: InChI=1S/C16H20N2O3/c1-6-11-9(3)13(17-15(11)20)8-16(21-5)12(7-2)10(4)14(19)18-16/h7-8H,2,6H2,1,3-5H3,(H,17,20)(H,18,19)/b13-8-/t16-/m0/s1
• InChI Key: RDWKBPHIFOCLKH-RQPMMQJISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O₃
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.14739250 g/mol
• Topological Polar Surface Area (TPSA): 67.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9476	94.76%
Caco-2	+	0.5506	55.06%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6516	65.16%
P-glycoprotein inhibitior	-	0.8335	83.35%
P-glycoprotein substrate	-	0.8081	80.81%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	+	0.6140	61.40%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.6269	62.69%
CYP2C9 inhibition	-	0.7583	75.83%
CYP2C19 inhibition	-	0.7521	75.21%
CYP2D6 inhibition	-	0.8712	87.12%
CYP1A2 inhibition	-	0.6242	62.42%
CYP2C8 inhibition	-	0.7027	70.27%
CYP inhibitory promiscuity	+	0.6021	60.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5585	55.85%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8388	83.88%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7445	74.45%
Acute Oral Toxicity (c)	III	0.4441	44.41%
Estrogen receptor binding	+	0.6328	63.28%
Androgen receptor binding	+	0.7691	76.91%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	-	0.6793	67.93%
Aromatase binding	+	0.5600	56.00%
PPAR gamma	+	0.6910	69.10%
Honey bee toxicity	-	0.7441	74.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7629	76.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.37%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.17%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.42%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.15%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	82.04%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	81.59%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.34%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.18%	94.80%

Plants that contains it

• Annona mucosa

Cross-Links

• PubChem: 163001116
• LOTUS: LTS0145422
• wikiData: Q105234509