2-Oxoarginine

Details

• Internal ID: 4b51a35f-6520-40e4-a8ca-1727b788a70c
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Short-chain keto acids and derivatives
• IUPAC Name: 5-(diaminomethylideneamino)-2-oxopentanoic acid
• SMILES (Canonical): C(CC(=O)C(=O)O)CN=C(N)N
• SMILES (Isomeric): C(CC(=O)C(=O)O)CN=C(N)N
• InChI: InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9)
• InChI Key: ARBHXJXXVVHMET-UHFFFAOYSA-N
• Popularity: 111 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁N₃O₃
• Molecular Weight: 173.17 g/mol
• Exact Mass: 173.08004122 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 3715-10-4
• 5-carbamimidamido-2-oxopentanoic acid
• alpha-Keto-delta-guanidinovaleric acid
• 5-guanidino-2-oxopentanoic acid
• 2-Oxo-5-guanidinovaleric acid
• 5-(diaminomethylideneamino)-2-oxopentanoic acid
• 5-[(diaminomethylidene)amino]-2-oxopentanoic acid
• 5-(DIAMINOMETHYLIDENEAMINO)-2-OXO-PENTANOIC ACID
• 2-Oxo-5-guanidinopentanoate
• 2-Oxo-5-guanidino-pentanoate
• 5-(diaminomethylideneamino)-2-oxopentanoate
• C03771
• d-Guanido-a-ketovaleric acid
• d-Guanidino-a-oxovaleric acid
• 5-Guanidino-2-oxo-pentanoate
• SCHEMBL261608
• a-keto-d-Guanidinovaleric acid
• 5-guanidino-2-oxopentanoicacid
• 5-Guanidino-2-oxovaleric acid
• CHEBI:28116
• DTXSID00190632
• delta-Guanidino-alpha-oxovaleric acid
• alpha-keto-delta-guanidinopentanoic acid
• Q27103511
• Z1262513238
• NWG

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7724	77.24%
Caco-2	-	0.6839	68.39%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8429	84.29%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9423	94.23%
P-glycoprotein inhibitior	-	0.9831	98.31%
P-glycoprotein substrate	-	0.9373	93.73%
CYP3A4 substrate	-	0.7160	71.60%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8368	83.68%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.9226	92.26%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8756	87.56%
CYP2C8 inhibition	-	0.9638	96.38%
CYP inhibitory promiscuity	-	0.9930	99.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7976	79.76%
Carcinogenicity (trinary)	Non-required	0.6520	65.20%
Eye corrosion	-	0.9831	98.31%
Eye irritation	+	0.6690	66.90%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.7951	79.51%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7147	71.47%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5209	52.09%
Acute Oral Toxicity (c)	III	0.4718	47.18%
Estrogen receptor binding	-	0.8619	86.19%
Androgen receptor binding	-	0.9145	91.45%
Thyroid receptor binding	-	0.6967	69.67%
Glucocorticoid receptor binding	-	0.7733	77.33%
Aromatase binding	-	0.7956	79.56%
PPAR gamma	-	0.6679	66.79%
Honey bee toxicity	-	0.9736	97.36%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.9546	95.46%

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	93.29%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.54%	91.11%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.34%	97.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 558
• LOTUS: LTS0172931
• wikiData: Q27103511