N-[2-(Dimethylamino)ethyl](4-fluorophenyl)methanesulfonamide

ID: ALA3109911

PubChem CID: 17611224

Max Phase: Preclinical

Molecular Formula: C11H17FN2O2S

Molecular Weight: 260.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNS(=O)(=O)Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C11H17FN2O2S/c1-14(2)8-7-13-17(15,16)9-10-3-5-11(12)6-4-10/h3-6,13H,7-9H2,1-2H3

Standard InChI Key:  DHLBIERLBMEVBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    5.8498   -7.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0111   -8.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948   -8.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8361   -8.5772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -7.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5627   -7.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646   -7.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -7.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5635   -8.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2766   -7.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1338   -7.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4209   -7.8644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2783   -9.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2719   -7.8473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9781   -7.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2749   -8.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8555   -9.1061    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  7  9  2  0
  3  5  1  0
 10  7  1  0
  8 12  1  0
 13  3  2  0
 12 11  1  0
  2 12  2  0
  5  8  1  0
  9 13  1  0
 12  4  2  0
  5 10  2  0
  1  6  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109911

   N-[2-(dimethylamino)ethyl]-1-(4-fluorophenyl)methanesulfonamide

Molecule Features

Natural Product: No

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: 260.33

Molecular Weight (Monoisotopic): 260.0995

AlogP: 0.81

#Rotatable Bonds: 6

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.39

CX Basic pKa: 7.50

CX LogP: 0.73

CX LogD: 0.37

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.82

Np Likeness Score: -2.15

References

1. Al-Riyami L, Pineda MA, Rzepecka J, Huggan JK, Khalaf AI, Suckling CJ, Scott FJ, Rodgers DT, Harnett MM, Harnett W..  (2013)  Designing anti-inflammatory drugs from parasitic worms: a synthetic small molecule analogue of the Acanthocheilonema viteae product ES-62 prevents development of collagen-induced arthritis.,  56  (24): [PMID:24228757] [10.1021/jm401251p]

Source

Source(1):

• Scientific Literature