4-Guanidinobutyrate

Details

• Internal ID: de1bb1bf-9f95-4d55-bae7-acea8f57b87b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
• IUPAC Name: 4-(diaminomethylideneazaniumyl)butanoate
• SMILES (Canonical): C(CC(=O)[O-])C[NH+]=C(N)N
• SMILES (Isomeric): C(CC(=O)[O-])C[NH+]=C(N)N
• InChI: InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)
• InChI Key: TUHVEAJXIMEOSA-UHFFFAOYSA-N
• Popularity: 72 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₁N₃O₂
• Molecular Weight: 145.16 g/mol
• Exact Mass: 145.085126602 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 4-GUANIDO-BUTYRATE
• CHEBI:57486
• 4-guanidinobutanoic acid zwitterion
• 4-{[amino(iminio)methyl]amino}butanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9085	90.85%
Caco-2	-	0.6877	68.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5277	52.77%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9404	94.04%
P-glycoprotein inhibitior	-	0.9880	98.80%
P-glycoprotein substrate	-	0.9532	95.32%
CYP3A4 substrate	-	0.6875	68.75%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.9096	90.96%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.9014	90.14%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.8714	87.14%
CYP2C8 inhibition	-	0.9752	97.52%
CYP inhibitory promiscuity	-	0.9849	98.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.8002	80.02%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.8065	80.65%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7839	78.39%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8787	87.87%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7137	71.37%
Acute Oral Toxicity (c)	III	0.4465	44.65%
Estrogen receptor binding	-	0.9160	91.60%
Androgen receptor binding	-	0.9534	95.34%
Thyroid receptor binding	-	0.8372	83.72%
Glucocorticoid receptor binding	-	0.8099	80.99%
Aromatase binding	-	0.7900	79.00%
PPAR gamma	-	0.6927	69.27%
Honey bee toxicity	-	0.9621	96.21%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9724	97.24%

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	95.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.08%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.71%	91.11%

Plants that contains it

• Leonurus japonicus
• Pogostemon cablin

Cross-Links

• PubChem: 25200642
• NPASS: NPC245768