methyl (E)-4-(2-methylpropylamino)-4-oxobut-2-enoate

Details

• Internal ID: c3b4cbf2-c1a4-4180-a40f-c612079c3618
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl (E)-4-(2-methylpropylamino)-4-oxobut-2-enoate
• SMILES (Canonical): CC(C)CNC(=O)C=CC(=O)OC
• SMILES (Isomeric): CC(C)CNC(=O)/C=C/C(=O)OC
• InChI: InChI=1S/C9H15NO3/c1-7(2)6-10-8(11)4-5-9(12)13-3/h4-5,7H,6H2,1-3H3,(H,10,11)/b5-4+
• InChI Key: PWKAOCFHVQSLLU-SNAWJCMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.22 g/mol
• Exact Mass: 185.10519334 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	+	0.5157	51.57%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7513	75.13%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9273	92.73%
P-glycoprotein inhibitior	-	0.9655	96.55%
P-glycoprotein substrate	-	0.9008	90.08%
CYP3A4 substrate	-	0.6198	61.98%
CYP2C9 substrate	-	0.6111	61.11%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.9552	95.52%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.8514	85.14%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8585	85.85%
CYP2C8 inhibition	-	0.9671	96.71%
CYP inhibitory promiscuity	-	0.9274	92.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5492	54.92%
Carcinogenicity (trinary)	Non-required	0.5607	56.07%
Eye corrosion	-	0.7199	71.99%
Eye irritation	+	0.6173	61.73%
Skin irritation	-	0.7647	76.47%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5271	52.71%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5815	58.15%
skin sensitisation	-	0.8708	87.08%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.5911	59.11%
Acute Oral Toxicity (c)	III	0.6067	60.67%
Estrogen receptor binding	-	0.8609	86.09%
Androgen receptor binding	-	0.7618	76.18%
Thyroid receptor binding	-	0.7152	71.52%
Glucocorticoid receptor binding	-	0.8014	80.14%
Aromatase binding	-	0.7349	73.49%
PPAR gamma	-	0.8997	89.97%
Honey bee toxicity	-	0.9001	90.01%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.3615	36.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.41%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.87%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.92%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.93%	94.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.28%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.10%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.42%	96.00%
CHEMBL2885	P07451	Carbonic anhydrase III	81.81%	87.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.72%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.62%	96.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.85%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%

Plants that contains it

• Echinacea angustifolia

Cross-Links

• PubChem: 44603263
• NPASS: NPC112427