N-alpha-Acetyl-L-lysine

Details

• Internal ID: a0f9355f-17e7-4f72-a82c-501997f3c9af
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: (2S)-2-acetamido-6-aminohexanoic acid
• SMILES (Canonical): CC(=O)NC(CCCCN)C(=O)O
• SMILES (Isomeric): CC(=O)N[C@@H](CCCCN)C(=O)O
• InChI: InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1
• InChI Key: VEYYWZRYIYDQJM-ZETCQYMHSA-N
• Popularity: 1,004 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₆N₂O₃
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.11609238 g/mol
• Topological Polar Surface Area (TPSA): 92.40 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• N-ACETYL-L-LYSINE
• N2-Acetyl-L-lysine
• N(alpha)-Acetyllysine
• (2S)-2-acetamido-6-aminohexanoic acid
• 7D44E6BN1B
• DTXSID501036027
• NSC-353625
• (2S)-2-acetamido-6-ammoniohexanoate
• RefChem:828915
• DTXCID101837813
• 217-747-5
• N-alpha-acetyllysine
• Ac-Lys-OH
• Nalpha-Acetyl-L-lysine
• N-alpha-Acetyl-L-lysine
• acetyl-l-lysine
• n-acetyllysine
• N|A-Acetyl-L-lysine
• N(2)-acetyl-L-lysine
• MFCD00008233
• L-Lysine, N2-acetyl-
• N(alpha)-acetyl-L-lysine
• (2S)-2-(acetylamino)-6-aminohexanoic acid
• 6-Amino-L-2-acetamidohexanoic acid
• Na-Acetyl-L-Lysine
• N2-acetyllysine
• CHEBI:35704
• (2S)-6-amino-2-acetamidohexanoic acid
• N?-Acetyl-L-lysine
• ac-lysine
• N.alpha.-Acetyllysine
• .alpha.-Acetyl-L-lysine
• N.alpha.-Acetyl-L-lysine
• Ac-L-Lys-OH
• Lysine, N2-acetyl-, L-
• UNII-7D44E6BN1B
• acetyl-lysine
• N-a-Acetyllysine
• 6-Amino-L-2-acetamidohexanoic Acid; N2-Acetyl-L-lysine; N2-Acetyllysine; N-Acetyl-L-lysine; Na-Acetyllysine
• EINECS 217-747-5
• Lysine Impurity 20
• Lysine Impurity 52
• N-a-Acetyl-L-lysine
• N??-Acetyl-L-lysine
• (2S)-2-acetamido-6-amino-hexanoic acid
• lysine, alpha-N-acetyl-
• bmse000830
• Epitope ID:143648
• SCHEMBL20529
• N(.alpha.)-Acetyl-l-lysine
• 6-amino-l-2-acetamidohexanoate
• orb1302508
• CHEMBL1241437
• MSK2861
• s3345
• SBB067149
• AKOS015837751
• EBC-153129
• FA47436
• HY-W048838
• NSC 353625
• AS-46851
• N-alpha-Acetyl-L-lysine (Ac-L-Lys-OH)
• SY051389
• A2171
• CS-0101238
• NS00046545
• F10720
• EN300-1699962
• F463049
• Q27104319
• Z1255438452

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6555	65.55%
Caco-2	-	0.7584	75.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6616	66.16%
OATP2B1 inhibitior	-	0.8405	84.05%
OATP1B1 inhibitior	+	0.9622	96.22%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9797	97.97%
P-glycoprotein inhibitior	-	0.9799	97.99%
P-glycoprotein substrate	-	0.7132	71.32%
CYP3A4 substrate	-	0.6094	60.94%
CYP2C9 substrate	-	0.6464	64.64%
CYP2D6 substrate	-	0.7983	79.83%
CYP3A4 inhibition	-	0.8825	88.25%
CYP2C9 inhibition	-	0.9592	95.92%
CYP2C19 inhibition	-	0.9541	95.41%
CYP2D6 inhibition	-	0.9699	96.99%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	-	0.9933	99.33%
CYP inhibitory promiscuity	-	0.9917	99.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9703	97.03%
Skin irritation	-	0.8483	84.83%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6863	68.63%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7173	71.73%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6106	61.06%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6500	65.00%
Acute Oral Toxicity (c)	IV	0.5201	52.01%
Estrogen receptor binding	-	0.8072	80.72%
Androgen receptor binding	-	0.7901	79.01%
Thyroid receptor binding	-	0.8387	83.87%
Glucocorticoid receptor binding	-	0.6830	68.30%
Aromatase binding	-	0.8647	86.47%
PPAR gamma	-	0.6126	61.26%
Honey bee toxicity	-	0.9712	97.12%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8162	81.62%

Targets

Proven Targets:

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	95.64%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.96%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.13%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.50%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.14%	97.21%
CHEMBL4040	P28482	MAP kinase ERK2	88.72%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	88.55%	90.20%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.06%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL2885	P07451	Carbonic anhydrase III	86.21%	87.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.07%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.17%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	83.91%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.80%	97.29%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	82.61%	96.28%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.40%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.00%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.78%	94.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.10%	92.29%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.22%	95.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 92907
• LOTUS: LTS0050149
• wikiData: Q27104319