Phenylmethylsulfonyl fluoride

Details

• Internal ID: 42e78ef7-f443-4e0e-8690-bee1f1900906
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: phenylmethanesulfonyl fluoride
• SMILES (Canonical): C1=CC=C(C=C1)CS(=O)(=O)F
• SMILES (Isomeric): C1=CC=C(C=C1)CS(=O)(=O)F
• InChI: InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
• InChI Key: YBYRMVIVWMBXKQ-UHFFFAOYSA-N
• Popularity: 44,372 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₇FO₂S
• Molecular Weight: 174.19 g/mol
• Exact Mass: 174.01507880 g/mol
• Topological Polar Surface Area (TPSA): 42.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• PMSF
• 329-98-6
• phenylmethanesulfonyl fluoride
• Benzylsulfonyl fluoride
• Benzenemethanesulfonyl fluoride
• alpha-TOLUENESULFONYL FLUORIDE
• Phenylmethylsulfonylfluoride
• Benzylsulphonyl fluoride
• CHEBI:8102
• DTXSID6059819
• NSC-88499
• 57KD15003I
• Fluoride, Phenylmethylsulfonyl
• Fluoride, Phenylmethanesulfonyl
• Fluoride, Benzenemethanesulfonyl
• RefChem:861810
• DTXCID2038605
• 206-350-2
• alpha-Toluenesulphonyl fluoride
• MFCD00007424
• NSC 88499
• Phenylmethylsulphonyl fluoride
• .alpha.-Toluenesulfonyl fluoride
• PHENYLMETHANESULPHONYL FLUORIDE
• CHEMBL190503
• fluorobenzylsulfone
• EINECS 206-350-2
• BRN 2088311
• UNII-57KD15003I
• PHENYLMETHYLSULFONYL-FLUORIDE
• a-Toluenesulfonyl Fluoride; Benzylsulfonyl Fluoride; NSC 88499; PMSF; Phenylmethanesulfonyl Fluoride
• PMSF PLUS
• A-Toluenesulfonyl fluoride
• WLN: WSF1R
• bmse000752
• PMSF [MI]
• phenylmethanesulfonylfluoride
• NCIOpen2_001527
• Phenylmethanesulfonyl fluroide
• SCHEMBL24938
• 3-11-00-00331 (Beilstein Handbook Reference)
• phenyl methane sulfonylfluoride
• phenylmethane-sulphonyl fluoride
• PHENYLMETHANSULFOFLUORIDE
• orb1310290
• SCHEMBL19743670
• SCHEMBL19743671
• YBYRMVIVWMBXKQ-UHFFFAOYSA-
• A-TOLUENESULPHONYL FLUORIDE
• A-TOLUENE SULFONYL FLUORIDE
• HMS3656J16
• HMS3885O03
• Phenylmethyl sulfonyl fuoride,PMSF
• AMY27009
• HY-B0496
• NSC88499
• PMSF, Phenylmethylsulfonyl fluoride
• BDBM50171289
• CP-105
• HSCI1_000354
• PMSF (Phenylmethylsulfonyl Fluoride)
• s3025
• SBB088900
• AKOS001270830
• AS03388
• CCG-207862
• CCG-208035
• FP12257
• TRA0077828
• .ALPHA.-TOLUENESULPHONYL FLUORIDE
• NCGC00346705-01
• NCGC00346705-07
• NCI60_041962
• PHENYLMETHANESULFONIC ACID FLUORIDE
• PS-10935
• SY038235
• DB-048310
• TR-013836
• B1062
• B3473
• NS00022060
• ST51037415
• SW219534-1
• EN300-24380
• C06747
• P-4170
• Phenylmethanesulfonyl fluoride, >=98.5% (GC)
• Phenylmethanesulfonyl fluoride, >=99.0% (T)
• AB01566861_01
• Q411575
• BRD-K33422401-001-01-5
• BRD-K33422401-001-05-6
• BRD-K33422401-001-06-4
• I01-10310
• Z190630174
• Phenylmethanesulfonyl fluoride; alpha-Toluenesulfonyl fluoride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.8494	84.94%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6605	66.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9582	95.82%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9552	95.52%
P-glycoprotein inhibitior	-	0.9850	98.50%
P-glycoprotein substrate	-	0.9831	98.31%
CYP3A4 substrate	-	0.7778	77.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7678	76.78%
CYP3A4 inhibition	-	0.9461	94.61%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.6526	65.26%
CYP2D6 inhibition	-	0.8255	82.55%
CYP1A2 inhibition	-	0.5267	52.67%
CYP2C8 inhibition	-	0.8917	89.17%
CYP inhibitory promiscuity	-	0.7785	77.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6027	60.27%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	+	0.9828	98.28%
Eye irritation	+	0.9707	97.07%
Skin irritation	-	0.6007	60.07%
Skin corrosion	+	0.9671	96.71%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8579	85.79%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6699	66.99%
skin sensitisation	+	0.4785	47.85%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6307	63.07%
Acute Oral Toxicity (c)	II	0.4365	43.65%
Estrogen receptor binding	-	0.9079	90.79%
Androgen receptor binding	-	0.8810	88.10%
Thyroid receptor binding	-	0.7448	74.48%
Glucocorticoid receptor binding	-	0.8010	80.10%
Aromatase binding	-	0.7999	79.99%
PPAR gamma	-	0.8299	82.99%
Honey bee toxicity	-	0.6007	60.07%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9384	93.84%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2243	O00519	Anandamide amidohydrolase	13000 nM	IC50	PMID: 19743809

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.19%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.57%	90.24%

Plants that contains it

• Ixora coccinea

Cross-Links

• PubChem: 4784
• NPASS: NPC181786
• ChEMBL: CHEMBL190503
• LOTUS: LTS0014896
• wikiData: Q411575