4-(2-aminoethyl)benzenesulfonyl fluoride

ID: ALA1096339

Max Phase: Preclinical

Molecular Formula: C8H10FNO2S

Molecular Weight: 203.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-(2-Aminoethyl)Benzenesulfonyl Fluoride

Synonyms from Alternative Forms(1): 4-(2-Aminoethyl)Benzenesulfonyl Fluoride HCl

Canonical SMILES:  NCCc1ccc(S(=O)(=O)F)cc1

Standard InChI:  InChI=1S/C8H10FNO2S/c9-13(11,12)8-3-1-7(2-4-8)5-6-10/h1-4H,5-6,10H2

Standard InChI Key:  MGSKVZWGBWPBTF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   13.4281  -11.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8427  -10.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6677  -10.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0781  -11.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6677  -12.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8427  -12.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6032  -11.6501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0177  -12.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8910  -12.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928  -10.9378    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9030  -11.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3176  -12.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1426  -12.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
  1  7  1  0
 11 12  1  0
 12 13  1  0
  4 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096339

   ---

2. Alternative Forms:

   

   ALA1096339

   4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 203.24

Molecular Weight (Monoisotopic): 203.0416

AlogP: 0.85

#Rotatable Bonds: 3

Polar Surface Area: 60.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 1.05

CX LogD: -0.81

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.74

Np Likeness Score: 0.25

References

1. De Pablos LM, González G, Rodrigues R, García Granados A, Parra A, Osuna A..  (2010)  Action of a pentacyclic triterpenoid, maslinic acid, against Toxoplasma gondii.,  73  (5): [PMID:20441162] [10.1021/np900749b]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. Parsons WH, Rutland NT, Crainic JA, Cardozo JM, Chow AS, Andrews CL, Sheehan BK..  (2021)  Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL.,  49  [PMID:34311087] [10.1016/j.bmcl.2021.128290]

5. Avalon NE, Nafie J, De Marco Verissimo C, Warrensford LC, Dietrick SG, Pittman AR, Young RM, Kearns FL, Smalley T, Binning JM, Dalton JP, Johnson MP, Woodcock HL, Allcock AL, Baker BJ..  (2022)  Tuaimenal A, a Meroterpene from the Irish Deep-Sea Soft Coral Duva florida, Displays Inhibition of the SARS-CoV-2 3CLpro Enzyme.,  85  (5.0): [PMID:35549259] [10.1021/acs.jnatprod.2c00054]

6. Song D, Lee JY, Park EC, Choi NE, Nam HY, Seo J, Lee J..  (2023)  Structure-activity relationship analysis of activity-based probes targeting HTRA family of serine proteases.,  87  [PMID:36990246] [10.1016/j.bmcl.2023.129259]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays