4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole

Details

• Internal ID: 15c677e9-3862-4466-af52-7de58dea0c57
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Phenylimidazoles
• IUPAC Name: 4-[4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine
• SMILES (Canonical): CS(=O)C1=CC=C(C=C1)C2=NC(=C(N2)C3=CC=NC=C3)C4=CC=C(C=C4)F
• SMILES (Isomeric): CS(=O)C1=CC=C(C=C1)C2=NC(=C(N2)C3=CC=NC=C3)C4=CC=C(C=C4)F
• InChI: InChI=1S/C21H16FN3OS/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15/h2-13H,1H3,(H,24,25)
• InChI Key: CDMGBJANTYXAIV-UHFFFAOYSA-N
• Popularity: 7,278 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆FN₃OS
• Molecular Weight: 377.40 g/mol
• Exact Mass: 377.09981148 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• SB 203580
• SB-203580
• SB203580
• 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole
• Adezmapimod
• 4-[4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine
• 4-(4-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-5-yl)pyridine
• RWJ 64809
• C21H16FN3OS
• CHEBI:90705
• PB 203580
• 4-(5-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-4-yl)pyridine
• CHEMBL10
• OU13V1EYWQ
• 4-(4-(4-Fluorophenyl)-2-(4-(methylsulfinyl)-phenyl)-1H-imidazol-5-yl)pyridine
• 4-[5-(4-Fluorophenyl)-2-[4-(methylsulfonyl)phenyl]-1H-imidazol-4-yl]pyridine
• 4-[4-(4-fluorophenyl)-2-(4-methanesulfinylphenyl)-1H-imidazol-5-yl]pyridine
• 4-[5-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-3H-imidazol-4-yl]pyridine
• 4-{4-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl}pyridine
• 4-(4-Fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-5-(4-pyridyl)-1H-imidazole
• UNII-OU13V1EYWQ
• 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)1H-imidazole
• SR-01000597367
• 1pme
• 4-[5-(4-Fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-4-yl]pyridine
• PYRIDINE, 4-(4-(4-FLUOROPHENYL)-2-(4-(METHYLSULFINYL)PHENYL)-1H-IMIDAZOL-5-YL)-
• Pyridine, 4-[4-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl]-
• MFCD00922198
• Kinome_2521
• Tocris-1202
• Tocris-1402
• ADEZMAPIMOD [INN]
• Pyridine, 4-(5-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-4-yl)-
• CBiol_001970
• SCHEMBL95208
• BSPBio_001104
• MLS006010840
• cid_176155
• GTPL5269
• DTXSID2040577
• BDBM13336
• EX-A134
• 4-[5-(4-FLUORO-PHENYL)-2-(4-METHANESULFINYL-PHENYL)-3H-IMIDAZOL-4-YL]-PYRIDINE
• CDMGBJANTYXAIV-UHFFFAOYSA-N
• BCPP000074
• BDBM192501
• Bio1_000256
• Bio1_000745
• Bio1_001234
• BIRB203580
• HMS1792H05
• HMS1990H05
• HMS3229O04
• HMS3244I15
• HMS3244I16
• HMS3244J15
• HMS3267B07
• HMS3295M11
• HMS3403H05
• HMS3412M17
• HMS3654M15
• HMS3676M17
• BCP01763
• BIRB-203580
• RWJ64809
• BDBM50045333
• HB1302
• NSC755772
• RWJ-64809
• s1076
• AKOS005145971
• AKOS015994568
• AM81234
• CCG-206878
• CS-0140
• ES-0013
• NSC-755772
• SB16633
• NCGC00025035-01
• NCGC00025035-02
• NCGC00025035-03
• NCGC00025035-04
• NCGC00025035-05
• NCGC00381704-12
• AC-32046
• HY-10256
• PB203580
• SMR004701767
• PB-203580
• F0864
• FT-0674525
• SW218141-2
• A15256
• F17411
• K00038
• SB 203580, solid, >=98% (HPLC)
• SB 203580 & Z-100
• J-008891
• J-513573
• Q7389023
• SR-01000597367-1
• BRD-A37704979-001-02-4
• BRD-A37704979-003-01-2
• SB203580,RWJ 64809,PB 203580
• SB 203580 - CAS 152121-47-6
• US9187470, 104 (SB203580)
• 4-(4-Fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-5-(4-pyridyl)-1H-imidazole;SB-203580
• 4-{4-(4-fluorophenyl)-2-[4-(methanesulfinyl)phenyl]-1H-imidazol-5-yl}pyridine
• Pyridine, 4-[5-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-yl]-
• Pyridine, 4-[5-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-yl]- & Z-100
• RAC-4-(5-(4-FLUOROPHENYL)-2-(4-((R)- METHANESULFINYL)PHENYL)-1H-IMIDAZOL-4-YL)PYRIDINE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	-	0.5397	53.97%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5280	52.80%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9832	98.32%
P-glycoprotein inhibitior	-	0.4705	47.05%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8201	82.01%
CYP3A4 inhibition	+	0.7959	79.59%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	+	0.7752	77.52%
CYP inhibitory promiscuity	+	0.8385	83.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7119	71.19%
Carcinogenicity (trinary)	Non-required	0.5618	56.18%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.7130	71.30%
Skin irritation	-	0.7544	75.44%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7334	73.34%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8233	82.33%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6547	65.47%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.8978	89.78%
Androgen receptor binding	+	0.9042	90.42%
Thyroid receptor binding	+	0.8309	83.09%
Glucocorticoid receptor binding	+	0.8854	88.54%
Aromatase binding	+	0.8145	81.45%
PPAR gamma	+	0.6921	69.21%
Honey bee toxicity	-	0.9233	92.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8701	87.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL255	P29275	Adenosine A2b receptor	99.06%	98.59%
CHEMBL4937	P49674	Casein kinase I epsilon	98.16%	92.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	97.65%	92.68%
CHEMBL2828	P48730	Casein kinase I delta	97.65%	93.08%
CHEMBL221	P23219	Cyclooxygenase-1	96.41%	90.17%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	95.79%	95.72%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL2637	P53779	c-Jun N-terminal kinase 3	95.23%	92.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.88%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	92.73%	100.00%
CHEMBL3961	Q15759	MAP kinase p38 beta	92.60%	94.75%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	92.19%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.92%	85.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.87%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.70%	94.00%
CHEMBL4924	Q9UK32	Ribosomal protein S6 kinase alpha 6	90.45%	80.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.65%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.44%	91.71%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.07%	80.96%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.49%	93.24%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.13%	96.67%
CHEMBL4439	P36897	TGF-beta receptor type I	86.18%	98.16%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.14%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.38%	85.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.77%	93.03%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	82.23%	95.71%
CHEMBL1907	P15144	Aminopeptidase N	81.77%	93.31%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	81.64%	86.79%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.36%	96.47%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	81.27%	95.48%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.11%	95.56%

Plants that contains it

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Cross-Links

• PubChem: 176155
• LOTUS: LTS0051383
• wikiData: Q7389023