N-(4-Bromobenzyl)-2-(toluene-4-sulfonylamino)acetamide

ID: ALA4591027

PubChem CID: 89717833

Max Phase: Preclinical

Molecular Formula: C16H17BrN2O3S

Molecular Weight: 397.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NCC(=O)NCc2ccc(Br)cc2)cc1

Standard InChI:  InChI=1S/C16H17BrN2O3S/c1-12-2-8-15(9-3-12)23(21,22)19-11-16(20)18-10-13-4-6-14(17)7-5-13/h2-9,19H,10-11H2,1H3,(H,18,20)

Standard InChI Key:  COEQDOYPLSEBAB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   16.5048   -9.4183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1003   -8.7126    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.6914   -9.4157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3916   -8.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8071   -8.3047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5163   -8.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2225   -8.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2194   -7.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9317   -8.7053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6379   -8.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3471   -8.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3476   -9.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0560   -9.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7631   -9.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7574   -8.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0484   -8.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3899   -7.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6820   -7.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9781   -7.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9865   -8.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6949   -8.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2670   -7.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4729   -9.9139    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 19 22  1  0
 14 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4591027

   N-[(4-bromophenyl)methyl]-2-[(4-methylphenyl)sulfonylamino]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 397.29

Molecular Weight (Monoisotopic): 396.0143

AlogP: 2.35

#Rotatable Bonds: 6

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.38

CX Basic pKa: ┄

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.76

References

1.  (2014)  Serine racemase inhibitor, 

Source

Source(1):

• Patent Bioactivity Data