(2R)-2-azaniumyl-3-(1H-imidazol-4-yl)propanoate

Details

• Internal ID: f6ae33ab-688e-4819-81e7-6ae5267a285e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Histidine and derivatives
• IUPAC Name: (2R)-2-azaniumyl-3-(1H-imidazol-5-yl)propanoate
• SMILES (Canonical): C1=C(NC=N1)CC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C1=C(NC=N1)C[C@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1
• InChI Key: HNDVDQJCIGZPNO-RXMQYKEDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₉N₃O₂
• Molecular Weight: 155.15 g/mol
• Exact Mass: 155.069476538 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEBI:142967
• (2R)-2-azaniumyl-3-(1H-imidazol-4-yl)propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.6506	65.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4051	40.51%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8898	88.98%
P-glycoprotein inhibitior	-	0.9944	99.44%
P-glycoprotein substrate	-	0.9167	91.67%
CYP3A4 substrate	-	0.6905	69.05%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.8084	80.84%
CYP2C9 inhibition	-	0.9278	92.78%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	-	0.8613	86.13%
CYP inhibitory promiscuity	-	0.8425	84.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6867	68.67%
Eye corrosion	-	0.9585	95.85%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.5908	59.08%
Skin corrosion	-	0.8363	83.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7898	78.98%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9323	93.23%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7471	74.71%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	-	0.9523	95.23%
Androgen receptor binding	-	0.7968	79.68%
Thyroid receptor binding	-	0.8445	84.45%
Glucocorticoid receptor binding	-	0.8220	82.20%
Aromatase binding	-	0.7926	79.26%
PPAR gamma	-	0.7848	78.48%
Honey bee toxicity	-	0.9109	91.09%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5363	53.63%
Fish aquatic toxicity	-	0.9358	93.58%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	14125.4 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	96.19%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.82%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	89.03%	98.59%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.38%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.35%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	81.47%	90.20%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.17%	92.29%

Plants that contains it

• Croton megistocarpus
• Geranium sibiricum
• Lagerstroemia indica
• Machilus japonica
• Senecio isatideus
• Strobilanthes cusia
• Trigonella foenum-graecum

Cross-Links

• PubChem: 6971048
• NPASS: NPC18223
• ChEMBL: CHEMBL104875