Methyl 3-[(5-acetyloxy-3-methylpent-2-enoyl)amino]propanoate

Details

• Internal ID: 11df8f36-8a27-4f61-9ed5-f6eb56e4b01a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
• IUPAC Name: methyl 3-[(5-acetyloxy-3-methylpent-2-enoyl)amino]propanoate
• SMILES (Canonical): CC(=CC(=O)NCCC(=O)OC)CCOC(=O)C
• SMILES (Isomeric): CC(=CC(=O)NCCC(=O)OC)CCOC(=O)C
• InChI: InChI=1S/C12H19NO5/c1-9(5-7-18-10(2)14)8-11(15)13-6-4-12(16)17-3/h8H,4-7H2,1-3H3,(H,13,15)
• InChI Key: NOWKIWQXOOQBSG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₉NO₅
• Molecular Weight: 257.28 g/mol
• Exact Mass: 257.12632271 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8832	88.32%
Caco-2	+	0.6978	69.78%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6380	63.80%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.7272	72.72%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7418	74.18%
P-glycoprotein inhibitior	-	0.9030	90.30%
P-glycoprotein substrate	-	0.7580	75.80%
CYP3A4 substrate	-	0.5085	50.85%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.8127	81.27%
CYP2C19 inhibition	-	0.7540	75.40%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.6874	68.74%
CYP2C8 inhibition	-	0.8836	88.36%
CYP inhibitory promiscuity	-	0.8137	81.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9474	94.74%
Eye irritation	-	0.7834	78.34%
Skin irritation	-	0.7822	78.22%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3737	37.37%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7914	79.14%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5466	54.66%
Acute Oral Toxicity (c)	III	0.6259	62.59%
Estrogen receptor binding	-	0.5936	59.36%
Androgen receptor binding	-	0.5094	50.94%
Thyroid receptor binding	-	0.5804	58.04%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5879	58.79%
PPAR gamma	-	0.7270	72.70%
Honey bee toxicity	-	0.8092	80.92%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5959	59.59%

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	95.69%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.31%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.15%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.66%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.15%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.84%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.08%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.37%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.23%	94.73%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.70%	91.83%

Plants that contains it

• Rhizophora mucronata

Cross-Links

• PubChem: 75954527
• LOTUS: LTS0180290
• wikiData: Q104179854