(2S)-1-[(3S)-3-[[(2R,3S)-3-amino-3-carboxy-2-hydroxypropyl]amino]-3-carboxypropyl]azetidine-2-carboxylic acid

Details

• Internal ID: 65c932f9-b29b-411c-8592-b173f973897b
• 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)-1-[(3S)-3-[[(2R,3S)-3-amino-3-carboxy-2-hydroxypropyl]amino]-3-carboxypropyl]azetidine-2-carboxylic acid
• SMILES (Canonical): C1CN(C1C(=O)O)CCC(C(=O)O)NCC(C(C(=O)O)N)O
• SMILES (Isomeric): C1CN([C@@H]1C(=O)O)CC[C@@H](C(=O)O)NC[C@H]([C@@H](C(=O)O)N)O
• InChI: InChI=1S/C12H21N3O7/c13-9(12(21)22)8(16)5-14-6(10(17)18)1-3-15-4-2-7(15)11(19)20/h6-9,14,16H,1-5,13H2,(H,17,18)(H,19,20)(H,21,22)/t6-,7-,8+,9-/m0/s1
• InChI Key: AEFGUQJJQWSYJR-MAUMQABQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁N₃O₇
• Molecular Weight: 319.31 g/mol
• Exact Mass: 319.13795002 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: -9.20
• Atomic LogP (AlogP): -2.65
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8266	82.66%
Caco-2	-	0.8373	83.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5202	52.02%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9664	96.64%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9064	90.64%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.5937	59.37%
CYP3A4 substrate	+	0.5118	51.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3508	35.08%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.9103	91.03%
CYP2C19 inhibition	-	0.8864	88.64%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	-	0.9583	95.83%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5846	58.46%
Eye corrosion	-	0.9654	96.54%
Eye irritation	-	0.9888	98.88%
Skin irritation	-	0.6961	69.61%
Skin corrosion	-	0.9044	90.44%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4654	46.54%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5129	51.29%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9266	92.66%
Acute Oral Toxicity (c)	III	0.5783	57.83%
Estrogen receptor binding	+	0.6453	64.53%
Androgen receptor binding	-	0.7174	71.74%
Thyroid receptor binding	-	0.5169	51.69%
Glucocorticoid receptor binding	-	0.4733	47.33%
Aromatase binding	-	0.5909	59.09%
PPAR gamma	-	0.5076	50.76%
Honey bee toxicity	-	0.9198	91.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9156	91.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.97%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	94.27%	96.03%
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.29%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	89.37%	90.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.07%	98.33%
CHEMBL274	P51681	C-C chemokine receptor type 5	88.19%	98.77%
CHEMBL226	P30542	Adenosine A1 receptor	87.87%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	85.02%	98.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.92%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.91%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.60%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.47%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.43%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.16%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.78%	98.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.58%	95.17%
CHEMBL2514	O95665	Neurotensin receptor 2	82.13%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.94%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.73%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.32%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

• Fagopyrum esculentum

Cross-Links

• PubChem: 46854570
• LOTUS: LTS0151412
• wikiData: Q104910044