SID49725009

ID: ALA1325203

PubChem CID: 4104619

Max Phase: Preclinical

Molecular Formula: C16H15BrN2O6S

Molecular Weight: 443.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([N+](=O)[O-])cc1NC(=O)CCS(=O)(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C16H15BrN2O6S/c1-25-15-7-4-12(19(21)22)10-14(15)18-16(20)8-9-26(23,24)13-5-2-11(17)3-6-13/h2-7,10H,8-9H2,1H3,(H,18,20)

Standard InChI Key:  PVWLWZXQPXYFNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -5.8296   -4.0356    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9717   -2.3856    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5592   -3.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842   -1.6711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138   -0.7356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8283   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -1.9731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441   -3.2106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138   -2.3856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441   -2.3856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862   -2.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -1.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -1.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2572   -1.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3151   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8283   -1.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862   -3.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4006   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3151   -0.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1151   -3.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4006   -4.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1151   -2.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0
  2  3  2  0
  2  4  2  0
  2 11  1  0
  2 15  1  0
  5 13  1  0
  5 26  1  0
  6 17  2  0
  7 10  1  0
  8 10  2  0
  9 12  1  0
  9 17  1  0
 10 14  1  0
 11 18  2  0
 11 19  1  0
 12 13  1  0
 12 16  2  0
 13 20  2  0
 14 16  1  0
 14 22  2  0
 15 21  1  0
 17 21  1  0
 18 24  1  0
 19 25  2  0
 20 22  1  0
 23 24  2  0
 23 25  1  0
M  CHG  2   7  -1  10   1
M  END

Alternative Forms

1. Parent:

   

   ALA1325203

   3-(4-bromophenyl)sulfonyl-N-(2-methoxy-5-nitrophenyl)propanamide

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: 443.28

Molecular Weight (Monoisotopic): 441.9834

AlogP: 3.17

#Rotatable Bonds: 7

Polar Surface Area: 115.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.90

CX Basic pKa: ┄

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -1.96

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays