(2S)-2-amino-4-hydroxy-5-[[3-(hydroxymethyl)-2,5-dihydrofuran-2-yl]amino]-5-oxopentanoic acid

Details

• Internal ID: 5a9664b2-3b52-429c-ac6b-62542ed27b18
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamine and derivatives
• IUPAC Name: (2S)-2-amino-4-hydroxy-5-[[3-(hydroxymethyl)-2,5-dihydrofuran-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): C1C=C(C(O1)NC(=O)C(CC(C(=O)O)N)O)CO
• SMILES (Isomeric): C1C=C(C(O1)NC(=O)C(C[C@@H](C(=O)O)N)O)CO
• InChI: InChI=1S/C10H16N2O6/c11-6(10(16)17)3-7(14)8(15)12-9-5(4-13)1-2-18-9/h1,6-7,9,13-14H,2-4,11H2,(H,12,15)(H,16,17)/t6-,7?,9?/m0/s1
• InChI Key: FKPGGSOHTXQOGP-PTNSZRNDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₂O₆
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.10083623 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: -4.90
• Atomic LogP (AlogP): -2.46
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6766	67.66%
Caco-2	-	0.9392	93.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5229	52.29%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.9721	97.21%
P-glycoprotein substrate	-	0.7236	72.36%
CYP3A4 substrate	-	0.5625	56.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8173	81.73%
CYP3A4 inhibition	-	0.9844	98.44%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.9047	90.47%
CYP2C8 inhibition	-	0.8673	86.73%
CYP inhibitory promiscuity	-	0.9745	97.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6446	64.46%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9862	98.62%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8062	80.62%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5704	57.04%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8808	88.08%
Acute Oral Toxicity (c)	III	0.5318	53.18%
Estrogen receptor binding	+	0.6605	66.05%
Androgen receptor binding	-	0.5521	55.21%
Thyroid receptor binding	-	0.7171	71.71%
Glucocorticoid receptor binding	+	0.6245	62.45%
Aromatase binding	-	0.6967	69.67%
PPAR gamma	-	0.7899	78.99%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.5916	59.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.33%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.36%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.38%	92.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.21%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	84.98%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.30%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.10%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.04%	83.82%
CHEMBL5028	O14672	ADAM10	80.90%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.57%	95.56%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 25099112
• NPASS: NPC307759