Arginyl-Glutamine

Details

• Internal ID: 8c5b4128-2654-4a2e-a6a7-ebcde6a1841d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-5-amino-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-5-oxopentanoic acid
• SMILES (Canonical): C(CC(C(=O)NC(CCC(=O)N)C(=O)O)N)CN=C(N)N
• SMILES (Isomeric): C(C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)O)N)CN=C(N)N
• InChI: InChI=1S/C11H22N6O4/c12-6(2-1-5-16-11(14)15)9(19)17-7(10(20)21)3-4-8(13)18/h6-7H,1-5,12H2,(H2,13,18)(H,17,19)(H,20,21)(H4,14,15,16)/t6-,7-/m0/s1
• InChI Key: PMGDADKJMCOXHX-BQBZGAKWSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₂N₆O₄
• Molecular Weight: 302.33 g/mol
• Exact Mass: 302.17025320 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: -5.60
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 5
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

• Arg-Gln
• 2483-17-2
• L-arginyl-L-glutamine
• arginylglutamine
• (2S)-5-amino-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-5-oxopentanoic acid
• (S)-5-Amino-2-((S)-2-amino-5-guanidinopentanamido)-5-oxopentanoic acid
• RQ dipeptide
• R-Q Dipeptide
• L-Arg-L-Gln
• Arginine Glutamine dipeptide
• Arginine-Glutamine dipeptide
• SCHEMBL268800
• CHEBI:73813
• DTXSID30427206
• PMGDADKJMCOXHX-BQBZGAKWSA-N
• RQ
• Q27144129
• (S)-5-Amino-2-((S)-2-amino-5-guanidinopentanamido)-5-oxopentanoicacid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6432	64.32%
Caco-2	-	0.9140	91.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9443	94.43%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.7454	74.54%
CYP3A4 substrate	-	0.5304	53.04%
CYP2C9 substrate	+	0.5723	57.23%
CYP2D6 substrate	-	0.8003	80.03%
CYP3A4 inhibition	-	0.8830	88.30%
CYP2C9 inhibition	-	0.9255	92.55%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9121	91.21%
CYP2C8 inhibition	-	0.9449	94.49%
CYP inhibitory promiscuity	-	0.9969	99.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6760	67.60%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9736	97.36%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9009	90.09%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6612	66.12%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6698	66.98%
skin sensitisation	-	0.8985	89.85%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4696	46.96%
Acute Oral Toxicity (c)	III	0.5420	54.20%
Estrogen receptor binding	-	0.5282	52.82%
Androgen receptor binding	-	0.7635	76.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7793	77.93%
Aromatase binding	-	0.6152	61.52%
PPAR gamma	-	0.5079	50.79%
Honey bee toxicity	-	0.9296	92.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.9187	91.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.30%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.77%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.49%	93.56%
CHEMBL1255126	O15151	Protein Mdm4	91.95%	90.20%
CHEMBL236	P41143	Delta opioid receptor	91.94%	99.35%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.88%	92.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.35%	91.11%
CHEMBL2514	O95665	Neurotensin receptor 2	90.78%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.12%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.74%	90.17%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	88.55%	96.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.11%	97.21%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.80%	82.69%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.22%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.12%	94.45%
CHEMBL3018	Q9Y5Y6	Matriptase	85.11%	98.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.02%	98.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.82%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.22%	93.00%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	84.13%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.96%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.65%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	82.48%	98.94%
CHEMBL340	P08684	Cytochrome P450 3A4	82.32%	91.19%
CHEMBL3776	Q14790	Caspase-8	82.26%	97.06%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	82.22%	95.42%
CHEMBL233	P35372	Mu opioid receptor	81.35%	97.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.56%	96.47%

Plants that contains it

• Eschweilera coriacea
• Eucalyptus cladocalyx
• Peltodon longipes
• Salvadora persica

Cross-Links

• PubChem: 7019985
• NPASS: NPC5178