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L-Cysteine, N-acetyl-S-((5,8-dihydro-3,6-dimethoxy-5,8-dioxo-1-hydroxy-7-(hydroxymethyl)-2-naphthalenyl)methyl)-

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 e4b92609-6f62-40b2-8b8e-e3c70562c649
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids > N-acyl-L-alpha-amino acids
IUPAC Name (2R)-2-acetamido-3-[[1-hydroxy-7-(hydroxymethyl)-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl]methylsulfanyl]propanoic acid
SMILES (Canonical) CC(=O)NC(CSCC1=C(C=C2C(=C1O)C(=O)C(=C(C2=O)OC)CO)OC)C(=O)O
SMILES (Isomeric) CC(=O)N[C@@H](CSCC1=C(C=C2C(=C1O)C(=O)C(=C(C2=O)OC)CO)OC)C(=O)O
InChI InChI=1S/C19H21NO9S/c1-8(22)20-12(19(26)27)7-30-6-11-13(28-2)4-9-14(16(11)24)15(23)10(5-21)18(29-3)17(9)25/h4,12,21,24H,5-7H2,1-3H3,(H,20,22)(H,26,27)/t12-/m0/s1
InChI Key PGMKDNCWQLCJOK-LBPRGKRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H21NO9S
Molecular Weight 439.40 g/mol
Exact Mass 439.09370242 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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91776-45-3
L-Cysteine, N-acetyl-S-((5,8-dihydro-3,6-dimethoxy-5,8-dioxo-1-hydroxy-7-(hydroxymethyl)-2-naphthalenyl)methyl)-
(2R)-2-acetamido-3-[[1-hydroxy-7-(hydroxymethyl)-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl]methylsulfanyl]propanoic acid
DTXSID00238689

2D Structure

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2D Structure of L-Cysteine, N-acetyl-S-((5,8-dihydro-3,6-dimethoxy-5,8-dioxo-1-hydroxy-7-(hydroxymethyl)-2-naphthalenyl)methyl)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9425 94.25%
Caco-2 - 0.7814 78.14%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4609 46.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8114 81.14%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.5929 59.29%
P-glycoprotein inhibitior - 0.6811 68.11%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6193 61.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.7880 78.80%
CYP2C9 inhibition - 0.6448 64.48%
CYP2C19 inhibition - 0.7906 79.06%
CYP2D6 inhibition - 0.8846 88.46%
CYP1A2 inhibition - 0.6434 64.34%
CYP2C8 inhibition + 0.4690 46.90%
CYP inhibitory promiscuity - 0.8017 80.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6844 68.44%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8945 89.45%
Skin irritation - 0.7796 77.96%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6285 62.85%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5969 59.69%
skin sensitisation - 0.8516 85.16%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6436 64.36%
Acute Oral Toxicity (c) III 0.6639 66.39%
Estrogen receptor binding + 0.6487 64.87%
Androgen receptor binding + 0.5215 52.15%
Thyroid receptor binding + 0.5133 51.33%
Glucocorticoid receptor binding + 0.6474 64.74%
Aromatase binding + 0.6233 62.33%
PPAR gamma + 0.7751 77.51%
Honey bee toxicity - 0.7903 79.03%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.8928 89.28%

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
CHEMBL2581 P07339 Cathepsin D 99.34% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.38% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.67% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.76% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.64% 96.09%
CHEMBL1255126 O15151 Protein Mdm4 92.47% 90.20%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.90% 97.14%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 88.19% 98.21%
CHEMBL2535 P11166 Glucose transporter 87.35% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.32% 95.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.10% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.26% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.14% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 85.68% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.06% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.49% 93.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.87% 97.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.61% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.71% 99.23%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.40% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.10% 91.07%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.06% 99.15%

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.
There are no matching plants.

Cross-Links

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PubChem 56295
LOTUS LTS0034770
wikiData Q76005523