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Compound Detail

CHEMBL190503

PHENYLMETHYLSULFONYLFLUORIDE
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O=S(=O)(F)Cc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL190503
Name PHENYLMETHYLSULFONYLFLUORIDE
Phase Preclinical
Structure Type MOL
InChI Key YBYRMVIVWMBXKQ-UHFFFAOYSA-N
10
Targets
22
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

174.2
MW (Da)
1.49
ALogP
2
HBA
0
HBD
34.1
PSA (Ų)
0.64
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C7H7FO2S
MW 174.20
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness -0.27

Activity Summary

IC50 20 meas. best 6.86
Ki 2 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.86 6.86 138.1 1
Chymotrypsinogen A
CHEMBL3314
 IC50 6.38 6.38 420.0 1
Fatty-acid amide hydrolase 1
CHEMBL3229
 IC50 6.08 6.08 833.0 1
Trypsin
CHEMBL2095204
 Ki 5.0 5.0 10010.0 1
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 4.89 4.89 13000.0 1
Unchecked
CHEMBL612545
 Ki 4.89 4.89 13000.0 1
Myeloblastin
CHEMBL3900
 IC50 4.72 4.72 19230.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.45 4.235 35680.0 2
Neutrophil elastase
CHEMBL248
 IC50 4.28 4.15 52161.7 2
Neutrophil
CHEMBL5314326
 IC50 4.02 4.02 95000.0 1
Neutrophil
CHEMBL613710
 IC50 4.02 4.02 95000.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 52.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 138.1 nM 6.86 Inhibition of porcine pancreatic elastase using N-succinyl-Ala-Ala-Ala-p-nitroan... 37609780
Chymotrypsinogen A IC50 = 420.0 nM 6.38 Inhibition of bovine pancreatic alpha chymotrypsin using N-succinyl-Gly-Gly-Phe-... 37609780
Fatty-acid amide hydrolase 1 IC50 = 833.0 nM 6.08 Inhibition of rat histidine tagged FAAH expressed in Escherichia coli by coumari... 22738638
Trypsin Ki = 10010.0 nM 5.0 Competitive inhibition of trypsin (unknown origin) using N-succinyl-phenylalanin... -
Fatty-acid amide hydrolase 1 IC50 = 13000.0 nM 4.89 Irreversible inhibition of fatty acid amide hydrolase 16078824
Unchecked Ki = 13000.0 nM 4.89 Inhibition of chymotrypsin assessed as p-nitroaniline release measured for 15 mi... 21421320
Myeloblastin IC50 = 19230.0 nM 4.72 Inhibition of human PR3 using D-DY-FRET as substrate after 30 mins by HPLC analy... 25365140
NON-PROTEIN TARGET IC50 = 35680.0 nM 4.45 Antiinflammatory activity in human neutrophils assessed as inhibition of fMet-Le... 18163582
Neutrophil elastase IC50 = 52161.7 nM 4.28 Inhibition of human leukocyte elastase after 2 mins by ELISA 20417587
NON-PROTEIN TARGET IC50 = 95000.0 nM 4.02 Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/Cy... 19583252
Neutrophil elastase IC50 = 95219.3 nM 4.02 Inhibition of human neutrophil elastase after 30 mins by ELISA 20417587
Neutrophil IC50 = 95000.0 nM 4.02 Inhibition of FMLP/CB-stimulated elastase release in human neutrophils treated f... 21441032
Neutrophil IC50 = 95000.0 nM 4.02 Inhibition of fMLP/CB-activated human neutrophil degranulation assessed as inhib... 21417387
Neutrophil IC50 = 95000.0 nM 4.02 Inhibition of fMLF/CB-induced human Neutrophil activation assessed as reduction ... 37683361

Literature References

PubMed DOI Target Context # Activities
22738638 10.1016/j.bmcl.2012.05.101 Diacylglycerol lipase-alpha 3
21417387 10.1021/np100851s Neutrophil 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
21441032 10.1016/j.bmc.2011.02.038 Neutrophil 2
17921140 10.1074/jbc.m705646200 Unchecked 2
21421320 10.1016/j.bmc.2011.02.014 Unchecked 2
25365140 10.1021/jm500782s Myeloblastin 2
37364726 10.1016/j.bmcl.2023.129392 Cholinesterase 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22738638 10.1016/j.bmcl.2012.05.101 Fatty-acid amide hydrolase 1 2
- 10.1007/s00044-012-0379-1 Trypsin 2
22738638 10.1016/j.bmcl.2012.05.101 Unchecked 2
20417587 10.1016/j.ejmech.2010.03.046 Neutrophil elastase 2
20417587 10.1016/j.ejmech.2010.03.046 Neutrophil 2
19583252 10.1021/np900148a NON-PROTEIN TARGET 1
37683361 10.1016/j.ejmech.2023.115791 Neutrophil 1
20441162 10.1021/np900749b Toxoplasma gondii 1
20036537 10.1016/j.bmcl.2009.12.041 NON-PROTEIN TARGET 1
18817445 10.1021/np8004503 NON-PROTEIN TARGET 1
18211005 10.1021/np070594k NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine