(2R)-2-[(3,4-dihydroxybenzoyl)amino]pentanedioic acid

Details

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Internal ID 1a4a31fd-168a-4109-ae80-03be20891fbb
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 (2R)-2-[(3,4-dihydroxybenzoyl)amino]pentanedioic acid
SMILES (Canonical) C1=CC(=C(C=C1C(=O)NC(CCC(=O)O)C(=O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C(=O)N[C@H](CCC(=O)O)C(=O)O)O)O
InChI InChI=1S/C12H13NO7/c14-8-3-1-6(5-9(8)15)11(18)13-7(12(19)20)2-4-10(16)17/h1,3,5,7,14-15H,2,4H2,(H,13,18)(H,16,17)(H,19,20)/t7-/m1/s1
InChI Key XXGXWTLPPGMSON-SSDOTTSWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C12H13NO7
Molecular Weight 283.23 g/mol
Exact Mass 283.06920175 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.15
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(3,4-dihydroxybenzoyl)amino]pentanedioic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7003 70.03%
Caco-2 - 0.9148 91.48%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7410 74.10%
OATP2B1 inhibitior - 0.7212 72.12%
OATP1B1 inhibitior + 0.9308 93.08%
OATP1B3 inhibitior + 0.9509 95.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9322 93.22%
BSEP inhibitior - 0.9843 98.43%
P-glycoprotein inhibitior - 0.9930 99.30%
P-glycoprotein substrate - 0.8746 87.46%
CYP3A4 substrate - 0.6164 61.64%
CYP2C9 substrate - 0.8008 80.08%
CYP2D6 substrate - 0.8386 83.86%
CYP3A4 inhibition - 0.9723 97.23%
CYP2C9 inhibition - 0.9700 97.00%
CYP2C19 inhibition - 0.8966 89.66%
CYP2D6 inhibition - 0.9602 96.02%
CYP1A2 inhibition - 0.9383 93.83%
CYP2C8 inhibition - 0.9303 93.03%
CYP inhibitory promiscuity - 0.9791 97.91%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7611 76.11%
Carcinogenicity (trinary) Non-required 0.7667 76.67%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9205 92.05%
Skin irritation - 0.7687 76.87%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7839 78.39%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.6124 61.24%
skin sensitisation - 0.8346 83.46%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7931 79.31%
Acute Oral Toxicity (c) III 0.7730 77.30%
Estrogen receptor binding - 0.5239 52.39%
Androgen receptor binding - 0.5813 58.13%
Thyroid receptor binding - 0.7184 71.84%
Glucocorticoid receptor binding - 0.5052 50.52%
Aromatase binding - 0.4832 48.32%
PPAR gamma - 0.4932 49.32%
Honey bee toxicity - 0.9345 93.45%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity - 0.5383 53.83%

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
CHEMBL1255126 O15151 Protein Mdm4 96.01% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.25% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.92% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.42% 90.17%
CHEMBL2581 P07339 Cathepsin D 91.75% 98.95%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 90.25% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.97% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.37% 96.00%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 83.47% 88.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.76% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.56% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.38% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.19% 95.56%
CHEMBL4208 P20618 Proteasome component C5 82.12% 90.00%

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.
Anthoceros agrestis

Cross-Links

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PubChem 163015749
LOTUS LTS0020327
wikiData Q105344016