(2S)-4-[(E)-2-[[(1S)-1,3-dicarboxypropyl]amino]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Details

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Internal ID 6b47fbaa-615a-4c75-94d2-b66e24028cc0
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
IUPAC Name (2S)-4-[(E)-2-[[(1S)-1,3-dicarboxypropyl]amino]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
SMILES (Canonical) C1C(N=C(C=C1C=CNC(CCC(=O)O)C(=O)O)C(=O)O)C(=O)O
SMILES (Isomeric) C1[C@H](N=C(C=C1/C=C/N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O
InChI InChI=1S/C14H16N2O8/c17-11(18)2-1-8(12(19)20)15-4-3-7-5-9(13(21)22)16-10(6-7)14(23)24/h3-5,8,10,15H,1-2,6H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)/b4-3+/t8-,10-/m0/s1
InChI Key HWOAHVAPMFFSAN-PVXSWLFQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H16N2O8
Molecular Weight 340.28 g/mol
Exact Mass 340.09066547 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.28
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-4-[(E)-2-[[(1S)-1,3-dicarboxypropyl]amino]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6207 62.07%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8115 81.15%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8893 88.93%
OATP1B3 inhibitior + 0.9471 94.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.8200 82.00%
P-glycoprotein inhibitior - 0.9325 93.25%
P-glycoprotein substrate - 0.7750 77.50%
CYP3A4 substrate - 0.5057 50.57%
CYP2C9 substrate - 0.8077 80.77%
CYP2D6 substrate - 0.8303 83.03%
CYP3A4 inhibition - 0.8514 85.14%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9063 90.63%
CYP2D6 inhibition - 0.8954 89.54%
CYP1A2 inhibition - 0.8578 85.78%
CYP2C8 inhibition - 0.8078 80.78%
CYP inhibitory promiscuity - 0.9850 98.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.7011 70.11%
Eye corrosion - 0.9800 98.00%
Eye irritation - 0.9375 93.75%
Skin irritation - 0.7362 73.62%
Skin corrosion - 0.7849 78.49%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6658 66.58%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.6271 62.71%
skin sensitisation - 0.8290 82.90%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7113 71.13%
Acute Oral Toxicity (c) III 0.5811 58.11%
Estrogen receptor binding - 0.6244 62.44%
Androgen receptor binding + 0.5335 53.35%
Thyroid receptor binding - 0.6622 66.22%
Glucocorticoid receptor binding - 0.4888 48.88%
Aromatase binding - 0.5255 52.55%
PPAR gamma - 0.4865 48.65%
Honey bee toxicity - 0.8650 86.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.8400 84.00%
Fish aquatic toxicity - 0.8068 80.68%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 98.84% 90.17%
CHEMBL2581 P07339 Cathepsin D 92.72% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.68% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.04% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.82% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.93% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.36% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.99% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.72% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.61% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.34% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Beta vulgaris
Mirabilis jalapa
Portulaca pilosa

Cross-Links

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PubChem 5281218
NPASS NPC307729