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(2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-2-carboxyethyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7b86f607-8b2a-412a-9e72-407ce95a2de4
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-2-carboxyethyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C18H29N5O11S2/c19-8(16(29)30)1-3-12(24)22-10(15(28)21-5-14(26)27)6-35-36-7-11(18(33)34)23-13(25)4-2-9(20)17(31)32/h8-11H,1-7,19-20H2,(H,21,28)(H,22,24)(H,23,25)(H,26,27)(H,29,30)(H,31,32)(H,33,34)/t8-,9-,10-,11-/m0/s1
InChI Key RXKMADLQGPTPJP-NAKRPEOUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C18H29N5O11S2
Molecular Weight 555.60 g/mol
Exact Mass 555.13049911 g/mol
Topological Polar Surface Area (TPSA) 339.00 Ų
XlogP -8.50
Atomic LogP (AlogP) -2.99
H-Bond Acceptor 11
H-Bond Donor 9
Rotatable Bonds 19

Synonyms

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(2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-2-carboxyethyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
gamma-Glu-Cys GSH
L-|A-Glutamyl-L-cysteinyl Glutathione
DTXSID50514187
L-?-Glutamyl-L-cysteinyl Glutathione
L- gamma -Glutamyl-L-cysteinyl Glutathione
(2S)-2-Amino-5-({(2R)-3-{[(2R)-2-{[(4S)-4-amino-4-carboxybutanoyl]amino}-2-carboxyethyl]disulfanyl}-1-[(carboxymethyl)amino]-1-oxopropan-2-yl}amino)-5-oxopentanoic acid (non-preferred name)

2D Structure

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2D Structure of (2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-2-carboxyethyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7098 70.98%
Caco-2 - 0.9061 90.61%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6796 67.96%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.9231 92.31%
OATP1B3 inhibitior + 0.9484 94.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.8907 89.07%
P-glycoprotein inhibitior + 0.5787 57.87%
P-glycoprotein substrate - 0.8814 88.14%
CYP3A4 substrate - 0.5559 55.59%
CYP2C9 substrate - 0.6211 62.11%
CYP2D6 substrate - 0.8070 80.70%
CYP3A4 inhibition - 0.8874 88.74%
CYP2C9 inhibition - 0.8857 88.57%
CYP2C19 inhibition - 0.8615 86.15%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.9373 93.73%
CYP2C8 inhibition - 0.9056 90.56%
CYP inhibitory promiscuity - 0.9907 99.07%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6700 67.00%
Carcinogenicity (trinary) Non-required 0.6521 65.21%
Eye corrosion - 0.9801 98.01%
Eye irritation - 0.6691 66.91%
Skin irritation - 0.8260 82.60%
Skin corrosion - 0.9522 95.22%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6047 60.47%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.6076 60.76%
skin sensitisation - 0.9243 92.43%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity - 0.6224 62.24%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity - 0.8861 88.61%
Acute Oral Toxicity (c) III 0.7989 79.89%
Estrogen receptor binding + 0.7553 75.53%
Androgen receptor binding + 0.7203 72.03%
Thyroid receptor binding + 0.5711 57.11%
Glucocorticoid receptor binding - 0.4663 46.63%
Aromatase binding + 0.7662 76.62%
PPAR gamma + 0.5936 59.36%
Honey bee toxicity - 0.8939 89.39%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.6269 62.69%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.97% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.94% 98.95%
CHEMBL236 P41143 Delta opioid receptor 96.86% 99.35%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.23% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 96.18% 90.17%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 96.05% 92.29%
CHEMBL1255126 O15151 Protein Mdm4 91.11% 90.20%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.46% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.56% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.07% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.95% 97.21%
CHEMBL233 P35372 Mu opioid receptor 87.50% 97.93%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 86.94% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 86.91% 89.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.35% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.44% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.69% 93.56%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.68% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.33% 89.50%
CHEMBL3784 Q09472 Histone acetyltransferase p300 81.51% 93.33%
CHEMBL2514 O95665 Neurotensin receptor 2 80.93% 100.00%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 80.39% 96.28%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.18% 96.03%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.14% 98.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 12968424
LOTUS LTS0252354
wikiData Q82374365