1-(4-Methylphenyl)-N-[2-(1-pyrrolidinyl)ethyl]methanesulfonamide

ID: ALA3109915

PubChem CID: 76328430

Max Phase: Preclinical

Molecular Formula: C14H22N2O2S

Molecular Weight: 282.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CS(=O)(=O)NCCN2CCCC2)cc1

Standard InChI:  InChI=1S/C14H22N2O2S/c1-13-4-6-14(7-5-13)12-19(17,18)15-8-11-16-9-2-3-10-16/h4-7,15H,2-3,8-12H2,1H3

Standard InChI Key:  HOTBFDITCSICBK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   15.3731  -10.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5342  -11.5822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5178  -11.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3593  -11.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5149  -10.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0861  -10.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0874  -10.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2279  -10.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0863  -11.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7995  -10.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6571  -10.4484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9441  -10.8662    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8012  -12.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7953  -10.8494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8043  -11.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5852  -11.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0559  -11.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5657  -10.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3782  -12.1081    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
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109915

   1-(4-methylphenyl)-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: 282.41

Molecular Weight (Monoisotopic): 282.1402

AlogP: 1.51

#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: 10.51

CX Basic pKa: 7.77

CX LogP: 1.50

CX LogD: 0.97

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -1.94

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