(2R)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid

Details

• Internal ID: 09a8c39c-be2d-4c1b-bcd5-32bb839ceeec
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: (2R)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid
• InChI: InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)/t12-/m1/s1
• InChI Key: CPCJBZABTUOGNM-GFCCVEGCSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃I₂NO₄
• Molecular Weight: 525.08 g/mol
• Exact Mass: 524.89340 g/mol
• Topological Polar Surface Area (TPSA): 92.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• O-(4-Hydroxy-3-iodophenyl)-3-iodo-Tyrosine
• 3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]-L-alanine
• L-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]-alanine
• L-beta-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]-alanine
• (2R)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid
• (R)-2-Amino-3-(4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl)propanoic acid
• 1241676-10-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	-	0.8565	85.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6085	60.85%
OATP2B1 inhibitior	-	0.6629	66.29%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8600	86.00%
P-glycoprotein inhibitior	-	0.9315	93.15%
P-glycoprotein substrate	-	0.9160	91.60%
CYP3A4 substrate	-	0.6099	60.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7530	75.30%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.7037	70.37%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.5924	59.24%
CYP2C8 inhibition	+	0.8813	88.13%
CYP inhibitory promiscuity	-	0.8459	84.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6571	65.71%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9953	99.53%
Eye irritation	-	0.9544	95.44%
Skin irritation	-	0.8386	83.86%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6090	60.90%
Micronuclear	+	0.7174	71.74%
Hepatotoxicity	-	0.8592	85.92%
skin sensitisation	-	0.6857	68.57%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.7657	76.57%
Estrogen receptor binding	+	0.8733	87.33%
Androgen receptor binding	+	0.6831	68.31%
Thyroid receptor binding	+	0.8139	81.39%
Glucocorticoid receptor binding	+	0.8885	88.85%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.8048	80.48%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6141	61.41%
Fish aquatic toxicity	+	0.9732	97.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	99.11%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.26%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.72%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	94.33%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.90%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.97%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.00%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.16%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.28%	90.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.22%	92.29%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.91%	90.24%
CHEMBL3194	P02766	Transthyretin	84.36%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.38%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.95%	91.19%
CHEMBL233	P35372	Mu opioid receptor	82.49%	97.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.36%	83.57%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.44%	97.88%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.39%	94.42%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.45%	86.92%

Plants that contains it

• Lycoris radiata

Cross-Links

• PubChem: 53477796
• NPASS: NPC105826