2-[(2E)-2-(2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene)ethylidene]azaniumyl-4-hydroxy-4-oxobutanoate

Details

• Internal ID: ef8eebda-cd8a-4797-85ea-729e7360e5e7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Aspartic acid and derivatives
• IUPAC Name: 2-[(2E)-2-(2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene)ethylidene]azaniumyl-4-hydroxy-4-oxobutanoate
• SMILES (Canonical): C1C(NC(=CC1=CC=[NH+]C(CC(=O)O)C(=O)[O-])C(=O)O)C(=O)O
• SMILES (Isomeric): C\1C(NC(=C/C1=C/C=[NH+]/C(CC(=O)O)C(=O)[O-])C(=O)O)C(=O)O
• InChI: InChI=1S/C13H14N2O8/c16-10(17)5-7(11(18)19)14-2-1-6-3-8(12(20)21)15-9(4-6)13(22)23/h1-3,7,9,15H,4-5H2,(H,16,17)(H,18,19)(H,20,21)(H,22,23)/b6-1-,14-2+
• InChI Key: YHGOPYILBIAFGW-HSIFCZRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₈
• Molecular Weight: 326.26 g/mol
• Exact Mass: 326.07501541 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -3.93
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7252	72.52%
Caco-2	-	0.9451	94.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6832	68.32%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8573	85.73%
P-glycoprotein inhibitior	-	0.9535	95.35%
P-glycoprotein substrate	-	0.6054	60.54%
CYP3A4 substrate	-	0.5188	51.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.9402	94.02%
CYP2C9 inhibition	-	0.8624	86.24%
CYP2C19 inhibition	-	0.8912	89.12%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.8559	85.59%
CYP2C8 inhibition	-	0.7589	75.89%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6854	68.54%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9374	93.74%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7502	75.02%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5165	51.65%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7413	74.13%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	-	0.5350	53.50%
Androgen receptor binding	+	0.5481	54.81%
Thyroid receptor binding	-	0.6326	63.26%
Glucocorticoid receptor binding	+	0.6029	60.29%
Aromatase binding	+	0.6339	63.39%
PPAR gamma	-	0.6533	65.33%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.7592	75.92%

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	96.69%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.25%	97.21%
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.39%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.82%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.80%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.60%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.04%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.01%	91.19%

Plants that contains it

• Ardisia japonica
• Mirabilis jalapa

Cross-Links

• PubChem: 22524383
• NPASS: NPC48957