CID 6971145

Details

• Internal ID: 52529e97-d2de-4de6-8e12-375cb62a87e7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: (2S)-2-azaniumyl-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoate
• SMILES (Canonical): C(C(C(=O)[O-])[NH3+])N1C(=O)NC(=O)O1
• SMILES (Isomeric): C([C@@H](C(=O)[O-])[NH3+])N1C(=O)NC(=O)O1
• InChI: InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
• InChI Key: ASNFTDCKZKHJSW-REOHCLBHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₇N₃O₅
• Molecular Weight: 189.13 g/mol
• Exact Mass: 189.03857033 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -4.51
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 2or4
• 3fee

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8802	88.02%
Caco-2	-	0.9250	92.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3988	39.88%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9403	94.03%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.6448	64.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.5079	50.79%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.8267	82.67%
CYP2C8 inhibition	-	0.9736	97.36%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.3870	38.70%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.8456	84.56%
Skin irritation	-	0.7573	75.73%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8403	84.03%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.7179	71.79%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5940	59.40%
Acute Oral Toxicity (c)	III	0.6231	62.31%
Estrogen receptor binding	-	0.9108	91.08%
Androgen receptor binding	-	0.8228	82.28%
Thyroid receptor binding	-	0.7459	74.59%
Glucocorticoid receptor binding	-	0.6298	62.98%
Aromatase binding	-	0.7953	79.53%
PPAR gamma	-	0.7625	76.25%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.3764	37.64%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	8912.5 nM	Potency	via CMAUP
CHEMBL1293237	P54132	Bloom syndrome protein	2.8 nM; 2.8 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1075149	Q9UPY5	Cystine/glutamate transporter	5000 nM	IC50	PMID: 20303751
CHEMBL3356	P05177	Cytochrome P450 1A2	39810.72 nM	AC50	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	1000 nM; 1000 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1892	Q04609	Glutamate carboxypeptidase II	9500 nM	IC50	PMID: 17567119
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	10000 nM; 19952.6 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	12589.3 nM	Potency	via CMAUP
CHEMBL3772	Q13255	Metabotropic glutamate receptor 1	200 nM	EC50	PMID: 8831765
CHEMBL2888	Q14832	Metabotropic glutamate receptor 3	40000 nM	Ki	PMID: 10893301
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	55 nM	Ki	PMID: 10893301
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	10 nM; 10 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	3.5 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.35%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.21%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.62%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	89.83%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.31%	99.23%

Plants that contains it

• Combretum indicum
• Thalictrum simplex

Cross-Links

• PubChem: 6971145
• NPASS: NPC273037
• ChEMBL: CHEMBL279956