(2S)-2-(2-azaniumylacetamido)-3-phenylpropanoate

Details

• Internal ID: 7c5b85a6-c17d-4e08-941e-d9f381f76cb7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[(2-azaniumylacetyl)amino]-3-phenylpropanoate
• SMILES (Canonical): C1=CC=C(C=C1)CC(C(=O)[O-])NC(=O)C[NH3+]
• SMILES (Isomeric): C1=CC=C(C=C1)C[C@@H](C(=O)[O-])NC(=O)C[NH3+]
• InChI: InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)/t9-/m0/s1
• InChI Key: JBCLFWXMTIKCCB-VIFPVBQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₃
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.10044231 g/mol
• Topological Polar Surface Area (TPSA): 96.90 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• GF zwitterion
• Gly-Phe zwitterion
• Gly-L-Phe zwitterion
• glycylphenylalanine zwitterion
• BDBM36082
• glycyl-L-phenylalanine zwitterion
• CHEBI:133047
• (2S)-2-(2-azaniumylacetamido)-3-phenylpropanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8870	88.70%
Caco-2	-	0.8302	83.02%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7283	72.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8830	88.30%
P-glycoprotein inhibitior	-	0.9821	98.21%
P-glycoprotein substrate	-	0.8975	89.75%
CYP3A4 substrate	-	0.6814	68.14%
CYP2C9 substrate	-	0.6139	61.39%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	-	0.9214	92.14%
CYP2C9 inhibition	-	0.9413	94.13%
CYP2C19 inhibition	-	0.8928	89.28%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.8627	86.27%
CYP2C8 inhibition	-	0.9265	92.65%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7313	73.13%
Carcinogenicity (trinary)	Non-required	0.7578	75.78%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9689	96.89%
Skin irritation	-	0.7875	78.75%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7415	74.15%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.9133	91.33%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6614	66.14%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4747	47.47%
Acute Oral Toxicity (c)	III	0.6371	63.71%
Estrogen receptor binding	-	0.8846	88.46%
Androgen receptor binding	-	0.7558	75.58%
Thyroid receptor binding	-	0.8666	86.66%
Glucocorticoid receptor binding	-	0.5787	57.87%
Aromatase binding	-	0.5260	52.60%
PPAR gamma	-	0.5067	50.67%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5417	54.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.16%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	97.30%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.94%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.20%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.86%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.93%	100.00%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	83.87%	87.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.83%	93.81%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.26%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 1549344
• NPASS: NPC164859
• ChEMBL: CHEMBL299889