Lysine

Details

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Internal ID 46cd7557-3311-4fb2-97f6-9f51b245b8d6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
IUPAC Name (2S)-2,6-diaminohexanoic acid
SMILES (Canonical) C(CCN)CC(C(=O)O)N
SMILES (Isomeric) C(CCN)C[C@@H](C(=O)O)N
InChI InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
InChI Key KDXKERNSBIXSRK-YFKPBYRVSA-N
Popularity 107,792 references in papers

Physical and Chemical Properties

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Molecular Formula C6H14N2O2
Molecular Weight 146.19 g/mol
Exact Mass 146.105527694 g/mol
Topological Polar Surface Area (TPSA) 89.30 Ų
XlogP -3.00
Atomic LogP (AlogP) -0.47
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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lysine
56-87-1
lysine acid
h-Lys-oh
(S)-Lysine
(2S)-2,6-diaminohexanoic acid
Aminutrin
alpha-Lysine
L-(+)-Lysine
(S)-2,6-Diaminohexanoic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Lysine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9403 94.03%
Caco-2 - 0.9010 90.10%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Lysosomes 0.5313 53.13%
OATP2B1 inhibitior - 0.8467 84.67%
OATP1B1 inhibitior + 0.9743 97.43%
OATP1B3 inhibitior + 0.9513 95.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9266 92.66%
P-glycoprotein inhibitior - 0.9870 98.70%
P-glycoprotein substrate - 0.9647 96.47%
CYP3A4 substrate - 0.7536 75.36%
CYP2C9 substrate + 0.5892 58.92%
CYP2D6 substrate - 0.7657 76.57%
CYP3A4 inhibition - 0.9338 93.38%
CYP2C9 inhibition - 0.9643 96.43%
CYP2C19 inhibition - 0.9653 96.53%
CYP2D6 inhibition - 0.9749 97.49%
CYP1A2 inhibition - 0.9379 93.79%
CYP2C8 inhibition - 0.9905 99.05%
CYP inhibitory promiscuity - 0.9912 99.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6900 69.00%
Carcinogenicity (trinary) Non-required 0.6531 65.31%
Eye corrosion - 0.9413 94.13%
Eye irritation - 0.6465 64.65%
Skin irritation - 0.7120 71.20%
Skin corrosion - 0.5160 51.60%
Ames mutagenesis + 0.7646 76.46%
Human Ether-a-go-go-Related Gene inhibition - 0.7514 75.14%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.9086 90.86%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity - 0.7263 72.63%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7106 71.06%
Acute Oral Toxicity (c) IV 0.4919 49.19%
Estrogen receptor binding - 0.9116 91.16%
Androgen receptor binding - 0.7722 77.22%
Thyroid receptor binding - 0.8534 85.34%
Glucocorticoid receptor binding - 0.7479 74.79%
Aromatase binding - 0.9028 90.28%
PPAR gamma - 0.7372 73.72%
Honey bee toxicity - 0.9811 98.11%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity - 0.9293 92.93%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.53% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.59% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.31% 99.17%
CHEMBL4581 P52732 Kinesin-like protein 1 87.76% 93.18%
CHEMBL1255126 O15151 Protein Mdm4 85.93% 90.20%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 85.30% 92.29%
CHEMBL2514 O95665 Neurotensin receptor 2 84.33% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.39% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.59% 91.11%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.74% 100.00%
CHEMBL1795117 Q8TEK3 Histone-lysine N-methyltransferase, H3 lysine-79 specific 80.44% 93.56%

Cross-Links

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PubChem 5962
NPASS NPC112890
LOTUS LTS0068734
wikiData Q20816880