2-Oxo-5-guanidinopentanoate

Details

• Internal ID: 622758ed-380d-4a30-8769-0769ccbf2959
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Short-chain keto acids and derivatives
• IUPAC Name: 5-(diaminomethylideneazaniumyl)-2-oxopentanoate
• SMILES (Canonical): C(CC(=O)C(=O)[O-])C[NH+]=C(N)N
• SMILES (Isomeric): C(CC(=O)C(=O)[O-])C[NH+]=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: 74 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): 123.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -4.56
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 5-(diaminomethylideneazaniumyl)-2-oxopentanoate
• 2-Oxo-5-guanidinopentanoate
• 2-Oxo-5-guanidino-pentanoate
• 5-carbamimidamido-2-oxopentanoate
• 2-ketoarginine
• alpha-ketoarginine
• 2-keto-5-guanidinovalerate
• CHEBI:58489
• 5-guanidino-2-oxopentanoic acid zwitterion
• 5-{[amino(iminio)methyl]amino}-2-oxopentanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7319	73.19%
Caco-2	-	0.6839	68.39%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6738	67.38%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9370	93.70%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9423	94.23%
P-glycoprotein inhibitior	-	0.9831	98.31%
P-glycoprotein substrate	-	0.9284	92.84%
CYP3A4 substrate	-	0.6672	66.72%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.9039	90.39%
CYP2C19 inhibition	-	0.8734	87.34%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	-	0.9638	96.38%
CYP inhibitory promiscuity	-	0.9820	98.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8211	82.11%
Carcinogenicity (trinary)	Non-required	0.6604	66.04%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.6690	66.90%
Skin irritation	-	0.7351	73.51%
Skin corrosion	-	0.8220	82.20%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7147	71.47%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8671	86.71%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7416	74.16%
Acute Oral Toxicity (c)	III	0.4812	48.12%
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	-	0.9496	94.96%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9695	96.95%

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	93.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.07%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.65%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.47%	96.95%

Plants that contains it

• Achlys triphylla
• Albizia procera
• Artemisia giraldii
• Bulbophyllum protractum
• Calystegia pubescens
• Cypripedium calceolus
• Diospyros japonica
• Hortonia floribunda
• Lactuca sativa
• Lampranthus sociorum
• Perymenium mendezii
• Picea glauca
• Pongamia pinnata
• Protium tonkinense
• Seriphidium porrectum
• Tarchonanthus camphoratus
• Uncaria rhynchophylla

Cross-Links

• PubChem: 25244978
• NPASS: NPC296427