5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-trifluoromethylpyrazole

Details

• Internal ID: 4d05b257-b4b2-483e-a30a-348a5dba7deb
• Taxonomy: Organoheterocyclic compounds > Azoles > Pyrazoles > Phenylpyrazoles
• IUPAC Name: 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazole
• InChI: InChI=1S/C17H12ClF3N2O/c1-24-14-8-6-13(7-9-14)23-15(10-16(22-23)17(19,20)21)11-2-4-12(18)5-3-11/h2-10H,1H3
• InChI Key: PQUGCKBLVKJMNT-UHFFFAOYSA-N
• Popularity: 289 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂ClF₃N₂O
• Molecular Weight: 352.70 g/mol
• Exact Mass: 352.0590252 g/mol
• Topological Polar Surface Area (TPSA): 27.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• RefChem:884652
• 188817-13-2
• SC-560
• 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole
• SC 560
• 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazole
• SC560
• 1H-Pyrazole, 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-
• MFCD02179214
• CHEMBL26915
• 5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-trifluoromethyl pyrazole
• Lopac-S-2064
• 6QX8U7AHB4
• Lopac0_001086
• SCHEMBL676921
• orb1303160
• BDBM13065
• CHEBI:76274
• GTPL10240
• DTXSID00401775
• PQUGCKBLVKJMNT-UHFFFAOYSA-N
• HMS3268E05
• HMS3412J17
• HMS3676J17
• HMS3742K09
• EX-A1507
• s6686
• 1H-Pyrazole,5-(4- chlorophenyl)-1-(4-Methoxyphenyl)-3-(trifluoroMethyl)-
• AKOS017343655
• CCG-205163
• CS-7835
• DS-9468
• SC-560?
• NCGC00015933-01
• NCGC00015933-02
• NCGC00015933-03
• NCGC00015933-04
• NCGC00094361-01
• NCGC00094361-02
• NCGC00094361-03
• AC-25811
• FS100177
• HY-59105
• DB-123674
• SC-560, >=98% (HPLC)
• C3572
• EU-0101086
• R10005
• S 2064
• 817S132
• SR-01000076122
• SR-01000076122-2
• BRD-K14767410-001-01-5
• BRD-K14767410-001-02-3
• Q27145845
• SC-560 - CAS 188817-13-2
• 1H-Pyrazole,5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8727	87.27%
Blood Brain Barrier	+	0.8287	82.87%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7593	75.93%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9046	90.46%
P-glycoprotein inhibitior	-	0.6016	60.16%
P-glycoprotein substrate	-	0.8972	89.72%
CYP3A4 substrate	+	0.6438	64.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7954	79.54%
CYP3A4 inhibition	-	0.6699	66.99%
CYP2C9 inhibition	+	0.9256	92.56%
CYP2C19 inhibition	+	0.9417	94.17%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9452	94.52%
CYP2C8 inhibition	+	0.9761	97.61%
CYP inhibitory promiscuity	+	0.9662	96.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7596	75.96%
Carcinogenicity (trinary)	Danger	0.3445	34.45%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.6976	69.76%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9138	91.38%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6961	69.61%
Acute Oral Toxicity (c)	III	0.6275	62.75%
Estrogen receptor binding	+	0.9072	90.72%
Androgen receptor binding	+	0.8801	88.01%
Thyroid receptor binding	+	0.8691	86.91%
Glucocorticoid receptor binding	+	0.8993	89.93%
Aromatase binding	+	0.8606	86.06%
PPAR gamma	+	0.8009	80.09%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.9726	97.26%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293237	P54132	Bloom syndrome protein	28183.8 nM; 28183.8 nM	Potency; Potency	PMID: 14640513; PMID: 20384317
CHEMBL221	P23219	Cyclooxygenase-1	7.8 nM; 10 nM; 8.9 nM; 8.9 nM; 9 nM; 7 nM	IC50; IC50; IC50; IC50; IC50; IC50	via CMAUP; PMID: 9917310; via Super-PRED; DOI: 10.6019/CHEMBL1201861; DOI: 10.1016/S0960-894X(97)00178-9; PMID: 24565972
CHEMBL230	P35354	Cyclooxygenase-2	74900 nM; 6300 nM	IC50; IC50	PMID: 24565972; PMID: 23252848
CHEMBL3356	P05177	Cytochrome P450 1A2	501.19 nM	AC50	PMID: 18412327
CHEMBL3622	P33261	Cytochrome P450 2C19	7943.28 nM	AC50	PMID: 25136754
CHEMBL3397	P11712	Cytochrome P450 2C9	25118.86 nM	AC50	PMID: 23327759
CHEMBL340	P08684	Cytochrome P450 3A4	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; PMID: 20155971
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	5011.9 nM; 5011.9 nM	Potency; Potency	PMID: 19371979; via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	10000 nM	Potency	PMID: 9917283
CHEMBL1293256	P40225	Thrombopoietin	5011.9 nM; 5011.9 nM	Potency; Potency	PMID: 25497963; PMID: 19555084
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	19952.6 nM; 19952.6 nM	Potency; Potency	PMID: 22280481; PMID: 19128055

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL244	P00742	Coagulation factor X	99.40%	98.41%
CHEMBL2243	O00519	Anandamide amidohydrolase	96.69%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.19%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	95.63%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	95.20%	89.63%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.30%	94.00%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	94.11%	95.50%
CHEMBL1907	P15144	Aminopeptidase N	93.62%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.22%	99.15%
CHEMBL240	Q12809	HERG	91.95%	89.76%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.93%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	91.27%	94.73%
CHEMBL2409	P34913	Epoxide hydratase	91.10%	94.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	90.24%	94.67%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.12%	95.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.01%	93.65%
CHEMBL2337	P48067	Glycine transporter 1	87.89%	95.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.81%	86.92%
CHEMBL2721	P43005	Excitatory amino acid transporter 3	87.78%	93.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.30%	96.12%
CHEMBL2443	P49862	Kallikrein 7	86.83%	94.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	86.63%	92.50%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL3961	Q15759	MAP kinase p38 beta	86.32%	94.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.37%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.86%	96.00%
CHEMBL3886	Q9NYL2	Mixed lineage kinase 7	83.60%	85.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.29%	92.29%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.26%	91.03%
CHEMBL1764940	P27694	Replication protein A 70 kDa DNA-binding subunit	81.62%	99.00%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	81.56%	96.10%
CHEMBL1900	P15121	Aldose reductase	80.71%	92.38%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	80.20%	92.86%

Plants that contains it

• Alstonia yunnanensis

Cross-Links

• PubChem: 4306515
• NPASS: NPC471593
• ChEMBL: CHEMBL26915
• LOTUS: LTS0270528
• wikiData: Q27145845