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

ID: ALA3109910

PubChem CID: 17741342

Max Phase: Preclinical

Molecular Formula: C13H19BrN2O3S

Molecular Weight: 363.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Cc1ccc(Br)cc1)NCCN1CCOCC1

Standard InChI:  InChI=1S/C13H19BrN2O3S/c14-13-3-1-12(2-4-13)11-20(17,18)15-5-6-16-7-9-19-10-8-16/h1-4,15H,5-11H2

Standard InChI Key:  LACUAEJNJAAUFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   22.6780   -3.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8392   -4.7175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8228   -4.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6642   -4.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8199   -4.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3910   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3925   -4.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5329   -3.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3914   -4.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1046   -3.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9620   -3.5837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2490   -4.0016    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1063   -5.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1002   -3.9845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0970   -4.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8023   -5.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5109   -4.8038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5099   -3.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8002   -3.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6834   -5.2433    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
 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:

   

   ALA3109910

   1-(4-bromophenyl)-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: 363.28

Molecular Weight (Monoisotopic): 362.0300

AlogP: 1.20

#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: 10.40

CX Basic pKa: 5.48

CX LogP: 1.13

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.83

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