2-Amino-5-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid

Details

• Internal ID: b89d8915-6ea4-49c9-9002-68044f412152
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamine and derivatives
• IUPAC Name: 2-amino-5-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid
• SMILES (Canonical): C1CC1(NC(=O)CCC(C(=O)O)N)O
• SMILES (Isomeric): C1CC1(NC(=O)CCC(C(=O)O)N)O
• InChI: InChI=1S/C8H14N2O4/c9-5(7(12)13)1-2-6(11)10-8(14)3-4-8/h5,14H,1-4,9H2,(H,10,11)(H,12,13)
• InChI Key: OEEZRBUCLFMTLD-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄N₂O₄
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.09535693 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6556	65.56%
Caco-2	-	0.9642	96.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6384	63.84%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9696	96.96%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9322	93.22%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9852	98.52%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	-	0.5928	59.28%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.8493	84.93%
CYP2C9 inhibition	-	0.9302	93.02%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.9206	92.06%
CYP2C8 inhibition	-	0.9839	98.39%
CYP inhibitory promiscuity	-	0.9922	99.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6887	68.87%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9777	97.77%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.8909	89.09%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7750	77.50%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.9045	90.45%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7563	75.63%
Acute Oral Toxicity (c)	III	0.6271	62.71%
Estrogen receptor binding	-	0.8155	81.55%
Androgen receptor binding	-	0.7738	77.38%
Thyroid receptor binding	-	0.7435	74.35%
Glucocorticoid receptor binding	-	0.7804	78.04%
Aromatase binding	-	0.8254	82.54%
PPAR gamma	-	0.6181	61.81%
Honey bee toxicity	-	0.9502	95.02%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8774	87.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL233	P35372	Mu opioid receptor	96.64%	97.93%
CHEMBL236	P41143	Delta opioid receptor	94.30%	99.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.37%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.57%	91.11%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.61%	92.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.06%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.83%	95.17%
CHEMBL299	P17252	Protein kinase C alpha	84.99%	98.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.93%	96.95%
CHEMBL2514	O95665	Neurotensin receptor 2	82.71%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.47%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.11%	91.19%

Plants that contains it

• Angelica pubescens
• Artemisia annua
• Artemisia carvifolia
• Bupleurum scorzonerifolium
• Humulus scandens
• Magnolia officinalis
• Zingiber officinale

Cross-Links

• PubChem: 4479242
• NPASS: NPC173160