3-Cyanoalanine

Details

• Internal ID: 8f7218ab-8567-421d-b412-1ad2fa048302
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 2-amino-3-cyanopropanoic acid
• SMILES (Canonical): C(C#N)C(C(=O)O)N
• SMILES (Isomeric): C(C#N)C(C(=O)O)N
• InChI: InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)
• InChI Key: BXRLWGXPSRYJDZ-UHFFFAOYSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆N₂O₂
• Molecular Weight: 114.10 g/mol
• Exact Mass: 114.042927438 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• beta-Cyanoalanine
• 2-amino-3-cyanopropanoic acid
• ALANINE, 3-CYANO-
• 923-01-3
• BCNA
• .beta.-Cyanoalanine
• NGZ6PU7PK7
• NSC-529055
• beta-Cyanolalanine
• cyanoalanine
• cyano-l-alanine
• NSC 529055
• beta-cyanoalanin
• .beta.-Cyanolalanine
• UNII-NGZ6PU7PK7
• SCHEMBL149791
• 2-Amino-3-cyano-propionic acid
• BXRLWGXPSRYJDZ-UHFFFAOYSA-N
• CHEBI:132546
• BDBM367674
• NSC529055
• EN300-1297298
• US10227314, Compound 2-amino-3-cyanopropanoic acid
• 3E8B5C62-B7AD-4B16-9B3D-3E2153F58601
• (1R,2S)-(+)-2-AMINOCYCLOHEX-3-ENECARBOXYLICACIDHYDROCHLORIDE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.9354	93.54%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5293	52.93%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9659	96.59%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9058	90.58%
P-glycoprotein inhibitior	-	0.9883	98.83%
P-glycoprotein substrate	-	0.9915	99.15%
CYP3A4 substrate	-	0.7447	74.47%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.7862	78.62%
CYP2C9 inhibition	-	0.9629	96.29%
CYP2C19 inhibition	-	0.9712	97.12%
CYP2D6 inhibition	-	0.9756	97.56%
CYP1A2 inhibition	-	0.9504	95.04%
CYP2C8 inhibition	-	0.9861	98.61%
CYP inhibitory promiscuity	-	0.9879	98.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.7542	75.42%
Eye corrosion	-	0.9468	94.68%
Eye irritation	+	0.5356	53.56%
Skin irritation	-	0.7387	73.87%
Skin corrosion	-	0.7093	70.93%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8177	81.77%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	+	0.7054	70.54%
skin sensitisation	-	0.9163	91.63%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6403	64.03%
Acute Oral Toxicity (c)	III	0.6013	60.13%
Estrogen receptor binding	-	0.9155	91.55%
Androgen receptor binding	-	0.8551	85.51%
Thyroid receptor binding	-	0.9109	91.09%
Glucocorticoid receptor binding	-	0.7781	77.81%
Aromatase binding	-	0.9406	94.06%
PPAR gamma	-	0.8797	87.97%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.9195	91.95%

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	95.27%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.97%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.49%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.93%	92.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.09%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.89%	97.21%

Plants that contains it

• Vicia sativa

Cross-Links

• PubChem: 13538
• LOTUS: LTS0119435
• wikiData: Q104948203