1-phenyl-N-[2-(dimethylamino)ethyl]methanesulfonamide

ID: ALA3109905

PubChem CID: 17611219

Max Phase: Preclinical

Molecular Formula: C11H18N2O2S

Molecular Weight: 242.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNS(=O)(=O)Cc1ccccc1

Standard InChI:  InChI=1S/C11H18N2O2S/c1-13(2)9-8-12-16(14,15)10-11-6-4-3-5-7-11/h3-7,12H,8-10H2,1-2H3

Standard InChI Key:  DNZYTQZZHUSUSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    5.1523   -2.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -3.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2973   -3.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -3.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944   -2.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8652   -2.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -2.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660   -3.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363   -2.3494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -2.7672    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -4.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5744   -2.7501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2806   -2.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -3.5673    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 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109905

   N-[2-(dimethylamino)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: 242.34

Molecular Weight (Monoisotopic): 242.1089

AlogP: 0.67

#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: 7.50

CX LogP: 0.58

CX LogD: 0.23

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.80

Np Likeness Score: -1.82

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]

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Scientific Literature
• MMV Malaria HGL