(2S,4S)-2-amino-4-[3-[(2R)-2-carboxyazetidin-1-yl]propylamino]pentanedioic acid

Details

• Internal ID: aae75374-315f-4600-99b1-6b1101371b61
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: (2S,4S)-2-amino-4-[3-[(2R)-2-carboxyazetidin-1-yl]propylamino]pentanedioic acid
• SMILES (Canonical): C1CN(C1C(=O)O)CCCNC(CC(C(=O)O)N)C(=O)O
• SMILES (Isomeric): C1CN([C@H]1C(=O)O)CCCN[C@@H](C[C@@H](C(=O)O)N)C(=O)O
• InChI: InChI=1S/C12H21N3O6/c13-7(10(16)17)6-8(11(18)19)14-3-1-4-15-5-2-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8-,9+/m0/s1
• InChI Key: SHVGFPYBLKGSOO-XHNCKOQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁N₃O₆
• Molecular Weight: 303.31 g/mol
• Exact Mass: 303.14303540 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -8.20
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8580	85.80%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4720	47.20%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9531	95.31%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9159	91.59%
P-glycoprotein inhibitior	-	0.9520	95.20%
P-glycoprotein substrate	+	0.6271	62.71%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.6637	66.37%
CYP3A4 inhibition	-	0.9553	95.53%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8182	81.82%
CYP2C8 inhibition	-	0.9285	92.85%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9583	95.83%
Eye irritation	-	0.9850	98.50%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.8953	89.53%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6355	63.55%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5577	55.77%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9289	92.89%
Acute Oral Toxicity (c)	III	0.5837	58.37%
Estrogen receptor binding	-	0.6115	61.15%
Androgen receptor binding	-	0.6281	62.81%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	-	0.5070	50.70%
Aromatase binding	-	0.6846	68.46%
PPAR gamma	+	0.5750	57.50%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.7478	74.78%

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	98.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.53%	90.17%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	92.44%	96.03%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.51%	98.33%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	90.17%	98.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.96%	95.58%
CHEMBL217	P14416	Dopamine D2 receptor	87.40%	95.62%
CHEMBL4040	P28482	MAP kinase ERK2	87.22%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.15%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.54%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.13%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.85%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.52%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	84.93%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.65%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	84.56%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	84.09%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.45%	93.00%
CHEMBL236	P41143	Delta opioid receptor	83.21%	99.35%
CHEMBL234	P35462	Dopamine D3 receptor	82.94%	90.48%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.40%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.03%	94.00%
CHEMBL274	P51681	C-C chemokine receptor type 5	80.57%	98.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

Plants that contains it

• Iris domestica
• Nicotiana tabacum

Cross-Links

• PubChem: 162962112
• LOTUS: LTS0067342
• wikiData: Q105192235