N-[2-(4-Morpholinyl)ethyl](phenyl)methanesulfonamide

ID: ALA3109907

PubChem CID: 798761

Max Phase: Preclinical

Molecular Formula: C13H20N2O3S

Molecular Weight: 284.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Cc1ccccc1)NCCN1CCOCC1

Standard InChI:  InChI=1S/C13H20N2O3S/c16-19(17,12-13-4-2-1-3-5-13)14-6-7-15-8-10-18-11-9-15/h1-5,14H,6-12H2

Standard InChI Key:  KUQFQJDRPWIMAW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   21.7823   -2.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9435   -3.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9272   -3.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7686   -3.4183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9243   -2.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4953   -2.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4969   -2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6372   -2.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4958   -3.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2089   -2.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0663   -2.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3534   -2.7055    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2106   -3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2045   -2.6884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2013   -3.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9066   -3.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6152   -3.5077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6141   -2.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9045   -2.2792    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
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109907

   N-[2-(morpholin-4-yl)ethyl]-1-phenylmethanesulfonamide

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: 284.38

Molecular Weight (Monoisotopic): 284.1195

AlogP: 0.44

#Rotatable Bonds: 6

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.46

CX Basic pKa: 5.48

CX LogP: 0.37

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: -2.08

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