1-(4-bromophenyl)-N-(2-(pyrrolidin-1-yl)ethyl)methanesulfonamide

ID: ALA3109909

PubChem CID: 76310310

Max Phase: Preclinical

Molecular Formula: C13H19BrN2O2S

Molecular Weight: 347.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Cc1ccc(Br)cc1)NCCN1CCCC1

Standard InChI:  InChI=1S/C13H19BrN2O2S/c14-13-5-3-12(4-6-13)11-19(17,18)15-7-10-16-8-1-2-9-16/h3-6,15H,1-2,7-11H2

Standard InChI Key:  WMDVONJTMKCCKV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   13.8562   -3.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0175   -4.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0012   -4.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8425   -4.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9983   -3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5692   -3.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5712   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7113   -3.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5700   -4.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2831   -3.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1402   -3.5173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4274   -3.9351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2849   -5.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2781   -3.9184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2871   -4.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0679   -4.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5385   -4.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0484   -3.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8620   -5.1768    0.0000 Br  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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109909

   1-(4-bromophenyl)-N-(2-pyrrolidin-1-ylethyl)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: 347.28

Molecular Weight (Monoisotopic): 346.0351

AlogP: 1.96

#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: 10.41

CX Basic pKa: 7.76

CX LogP: 1.76

CX LogD: 1.24

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -1.95

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