2-Chloro-3-(4-hydroxy-3,5-dinitrophenyl)-propionic acid methyl ester

Details

• Internal ID: 16b49c0b-8ffe-4ffc-818c-8c382036c9e9
• Taxonomy: Benzenoids > Phenols > Nitrophenols > Dinitrophenols
• IUPAC Name: methyl 2-chloro-3-(4-hydroxy-3,5-dinitrophenyl)propanoate
• SMILES (Canonical): COC(=O)C(CC1=CC(=C(C(=C1)[N+](=O)[O-])O)[N+](=O)[O-])Cl
• SMILES (Isomeric): COC(=O)C(CC1=CC(=C(C(=C1)[N+](=O)[O-])O)[N+](=O)[O-])Cl
• InChI: InChI=1S/C10H9ClN2O7/c1-20-10(15)6(11)2-5-3-7(12(16)17)9(14)8(4-5)13(18)19/h3-4,6,14H,2H2,1H3
• InChI Key: NBRUGZFZKMYYES-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉ClN₂O₇
• Molecular Weight: 304.64 g/mol
• Exact Mass: 304.0098283 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9231	92.31%
Caco-2	-	0.5680	56.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7348	73.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7157	71.57%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6018	60.18%
P-glycoprotein inhibitior	-	0.9136	91.36%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	+	0.5467	54.67%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7632	76.32%
CYP2C9 inhibition	-	0.5148	51.48%
CYP2C19 inhibition	-	0.5070	50.70%
CYP2D6 inhibition	-	0.8769	87.69%
CYP1A2 inhibition	+	0.7088	70.88%
CYP2C8 inhibition	+	0.4444	44.44%
CYP inhibitory promiscuity	-	0.5586	55.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5491	54.91%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9710	97.10%
Eye irritation	+	0.8041	80.41%
Skin irritation	-	0.6997	69.97%
Skin corrosion	-	0.8722	87.22%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7075	70.75%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	+	0.6910	69.10%
skin sensitisation	-	0.8521	85.21%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.8752	87.52%
Nephrotoxicity	-	0.5817	58.17%
Acute Oral Toxicity (c)	III	0.6643	66.43%
Estrogen receptor binding	+	0.6522	65.22%
Androgen receptor binding	+	0.7872	78.72%
Thyroid receptor binding	+	0.6991	69.91%
Glucocorticoid receptor binding	+	0.6918	69.18%
Aromatase binding	-	0.4941	49.41%
PPAR gamma	+	0.6344	63.44%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9797	97.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.09%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.74%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.92%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.28%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.22%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.18%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.77%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.13%	96.95%
CHEMBL1255126	O15151	Protein Mdm4	80.67%	90.20%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.57%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16724292
• LOTUS: LTS0228642
• wikiData: Q77519492