1-Phenyl-N-[2-(1-pyrrolidinyl)ethyl]methanesulfonamide

ID: ALA3109906

PubChem CID: 8519810

Max Phase: Preclinical

Molecular Formula: C13H20N2O2S

Molecular Weight: 268.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Cc1ccccc1)NCCN1CCCC1

Standard InChI:  InChI=1S/C13H20N2O2S/c16-18(17,12-13-6-2-1-3-7-13)14-8-11-15-9-4-5-10-15/h1-3,6-7,14H,4-5,8-12H2

Standard InChI Key:  WQGCOZZUFSPJBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   13.3994   -2.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5606   -3.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5442   -3.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3856   -3.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5413   -2.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1123   -2.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1139   -2.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2542   -2.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1128   -3.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8260   -2.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6833   -2.5601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9704   -2.9779    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8277   -4.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8215   -2.9612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8304   -3.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6113   -4.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0820   -3.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5918   -2.6930    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA3109906

   1-phenyl-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: 268.38

Molecular Weight (Monoisotopic): 268.1245

AlogP: 1.20

#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: 10.47

CX Basic pKa: 7.76

CX LogP: 0.99

CX LogD: 0.47

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.84

Np Likeness Score: -1.91

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