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

ID: ALA3109916

PubChem CID: 17741540

Max Phase: Preclinical

Molecular Formula: C14H22N2O3S

Molecular Weight: 298.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CS(=O)(=O)NCCN2CCOCC2)cc1

Standard InChI:  InChI=1S/C14H22N2O3S/c1-13-2-4-14(5-3-13)12-20(17,18)15-6-7-16-8-10-19-11-9-16/h2-5,15H,6-12H2,1H3

Standard InChI Key:  YUWZPPGGDDEBNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   23.5660  -10.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7271  -11.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7107  -11.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5522  -11.4301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7078  -10.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2789  -10.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2804  -10.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4208  -10.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2793  -11.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9925  -10.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8499  -10.2994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1370  -10.7172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.9942  -11.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9882  -10.7001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9850  -11.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6902  -11.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3989  -11.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3978  -10.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6881  -10.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5711  -11.9591    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
  9 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109916

   1-(4-methylphenyl)-N-[2-(morpholin-4-yl)ethyl]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: 298.41

Molecular Weight (Monoisotopic): 298.1351

AlogP: 0.75

#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: 10.51

CX Basic pKa: 5.49

CX LogP: 0.88

CX LogD: 0.87

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -2.10

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