SID24794602

ID: ALA1477462

PubChem CID: 893116

Max Phase: Preclinical

Molecular Formula: C15H15N3O5S

Molecular Weight: 349.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NCC(=O)Nc2cccc([N+](=O)[O-])c2)cc1

Standard InChI:  InChI=1S/C15H15N3O5S/c1-11-5-7-14(8-6-11)24(22,23)16-10-15(19)17-12-3-2-4-13(9-12)18(20)21/h2-9,16H,10H2,1H3,(H,17,19)

Standard InChI Key:  VFHKXAIMOFHXNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -3.1920    2.5924    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795    3.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045    1.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485    1.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383    2.1799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5238    3.4174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775    2.1799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3341    2.5924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5238    2.5924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9064    3.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209    2.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9064    3.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804    2.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630    2.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485    2.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093    2.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    3.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    2.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    3.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209    4.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    0.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498    4.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  7  1  0
  1 10  1  0
  4 15  2  0
  5  9  1  0
  6  9  2  0
  7 14  1  0
  8 13  1  0
  8 15  1  0
  9 16  1  0
 10 11  2  0
 10 12  1  0
 11 19  1  0
 12 20  2  0
 13 18  1  0
 13 21  2  0
 14 15  1  0
 16 18  2  0
 16 22  1  0
 17 19  2  0
 17 20  1  0
 17 24  1  0
 21 23  1  0
 22 23  2  0
M  CHG  2   5  -1   9   1
M  END

Alternative Forms

1. Parent:

   

   ALA1477462

   N~2~-[(4-methylphenyl)sulfonyl]-N~1~-(3-nitrophenyl)glycinamide

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: 349.37

Molecular Weight (Monoisotopic): 349.0732

AlogP: 1.82

#Rotatable Bonds: 6

Polar Surface Area: 118.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.37

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -2.22

References

1. PubChem BioAssay data set, 

2.  (2014)  Serine racemase inhibitor, 

Source

Source(2):

• PubChem BioAssays
• Patent Bioactivity Data