(2S,3R)-2-[(3-amino-2-hydroxybenzoyl)amino]-3-hydroxybutanoic acid

Details

• Internal ID: 590370bb-d24f-4f0c-9767-0d4578a4fc9b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: (2S,3R)-2-[(3-amino-2-hydroxybenzoyl)amino]-3-hydroxybutanoic acid
• SMILES (Canonical): CC(C(C(=O)O)NC(=O)C1=C(C(=CC=C1)N)O)O
• SMILES (Isomeric): C[C@H]([C@@H](C(=O)O)NC(=O)C1=C(C(=CC=C1)N)O)O
• InChI: InChI=1S/C11H14N2O5/c1-5(14)8(11(17)18)13-10(16)6-3-2-4-7(12)9(6)15/h2-5,8,14-15H,12H2,1H3,(H,13,16)(H,17,18)/t5-,8+/m1/s1
• InChI Key: RNUIZVZDCCDCCJ-XRGYYRRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₅
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.09027155 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5665	56.65%
Caco-2	-	0.7047	70.47%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7599	75.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9400	94.00%
P-glycoprotein inhibitior	-	0.9645	96.45%
P-glycoprotein substrate	-	0.5526	55.26%
CYP3A4 substrate	-	0.6478	64.78%
CYP2C9 substrate	-	0.6318	63.18%
CYP2D6 substrate	-	0.8243	82.43%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.9326	93.26%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	-	0.8694	86.94%
CYP2C8 inhibition	-	0.9646	96.46%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.7225	72.25%
Carcinogenicity (trinary)	Non-required	0.7938	79.38%
Eye corrosion	-	0.9957	99.57%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.8776	87.76%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8720	87.20%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6849	68.49%
Acute Oral Toxicity (c)	III	0.6735	67.35%
Estrogen receptor binding	-	0.6379	63.79%
Androgen receptor binding	-	0.6499	64.99%
Thyroid receptor binding	-	0.6704	67.04%
Glucocorticoid receptor binding	-	0.5976	59.76%
Aromatase binding	-	0.6329	63.29%
PPAR gamma	-	0.5401	54.01%
Honey bee toxicity	-	0.9560	95.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.7956	79.56%

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	98.65%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	97.43%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.52%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.33%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.21%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.85%	95.50%
CHEMBL3308	P55212	Caspase-6	85.08%	97.56%
CHEMBL1255126	O15151	Protein Mdm4	83.08%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.61%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12306710
• LOTUS: LTS0033633
• wikiData: Q105241844