P-Nitrophenyl cyclohexanecarboxylate

Details

• Internal ID: ba5229a5-b77c-409e-8183-bb0c5ef8fe68
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: (4-nitrophenyl) cyclohexanecarboxylate
• SMILES (Canonical): C1CCC(CC1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• SMILES (Isomeric): C1CCC(CC1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• InChI: InChI=1S/C13H15NO4/c15-13(10-4-2-1-3-5-10)18-12-8-6-11(7-9-12)14(16)17/h6-10H,1-5H2
• InChI Key: UCQFTYKBLBJWIO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.26 g/mol
• Exact Mass: 249.10010796 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 13551-17-2
• Cyclohexanecarboxylic acid, 4-nitrophenyl ester
• 4-nitrophenyl cyclohexanoate
• SCHEMBL11602621
• DTXSID50159431
• UCQFTYKBLBJWIO-UHFFFAOYSA-N
• Cyclohexanecarboxylic acid 4-nitrophenyl ester
• Cyclohexanecarboxylic acid 4-nitro-phenyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.6543	65.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7821	78.21%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8506	85.06%
P-glycoprotein inhibitior	-	0.9640	96.40%
P-glycoprotein substrate	-	0.9791	97.91%
CYP3A4 substrate	+	0.5587	55.87%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.8321	83.21%
CYP2C9 inhibition	-	0.6193	61.93%
CYP2C19 inhibition	-	0.6004	60.04%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	+	0.5320	53.20%
CYP2C8 inhibition	-	0.7421	74.21%
CYP inhibitory promiscuity	-	0.5075	50.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6425	64.25%
Carcinogenicity (trinary)	Warning	0.4626	46.26%
Eye corrosion	-	0.9513	95.13%
Eye irritation	+	0.7238	72.38%
Skin irritation	-	0.6797	67.97%
Skin corrosion	-	0.8863	88.63%
Ames mutagenesis	+	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6466	64.66%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5053	50.53%
Mitochondrial toxicity	-	0.7696	76.96%
Nephrotoxicity	+	0.5141	51.41%
Acute Oral Toxicity (c)	III	0.6421	64.21%
Estrogen receptor binding	+	0.8649	86.49%
Androgen receptor binding	+	0.8392	83.92%
Thyroid receptor binding	-	0.7027	70.27%
Glucocorticoid receptor binding	-	0.6488	64.88%
Aromatase binding	+	0.5340	53.40%
PPAR gamma	-	0.5474	54.74%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.76%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.60%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.86%	95.56%
CHEMBL2069	P21731	Thromboxane A2 receptor	86.84%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.46%	95.89%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.24%	93.81%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.01%	82.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.36%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.27%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.10%	96.09%

Plants that contains it

• Mentha arvensis
• Mentha canadensis

Cross-Links

• PubChem: 26104
• NPASS: NPC123993