2-(5-(4-(4-isopropoxyphenylsulfonyl)piperazin-1-yl)-2-methylphenoxy)acetic acid

ID: ALA3979423

PubChem CID: 118134853

Max Phase: Preclinical

Molecular Formula: C22H28N2O6S

Molecular Weight: 448.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N2CCN(S(=O)(=O)c3ccc(OC(C)C)cc3)CC2)cc1OCC(=O)O

Standard InChI:  InChI=1S/C22H28N2O6S/c1-16(2)30-19-6-8-20(9-7-19)31(27,28)24-12-10-23(11-13-24)18-5-4-17(3)21(14-18)29-15-22(25)26/h4-9,14,16H,10-13,15H2,1-3H3,(H,25,26)

Standard InChI Key:  SVNTXKVMYAHYTA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   31.2349  -14.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2390  -15.0066    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9446  -14.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1921  -14.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7945  -15.0448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2139  -15.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0269  -15.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4245  -15.0171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0091  -14.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9780  -15.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5581  -14.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7418  -14.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3444  -15.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7694  -15.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5843  -15.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6590  -15.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2575  -16.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6743  -17.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4923  -17.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8917  -16.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4726  -15.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9107  -17.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7278  -17.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1462  -18.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1265  -17.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3754  -16.5047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5583  -16.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1643  -17.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3473  -17.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5873  -17.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5274  -15.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  5 10  1  0
  8  2  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 13 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979423

   2-[2-Methyl-5-[4-(4-propan-2-yloxyphenyl)sulfonylpiperazin-1-yl]phenoxy]acetic acid

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: 448.54

Molecular Weight (Monoisotopic): 448.1668

AlogP: 2.76

#Rotatable Bonds: 8

Polar Surface Area: 96.38

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.05

CX Basic pKa: 1.96

CX LogP: 3.21

CX LogD: 0.08

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -1.71

References

1.  (2012)  Sulfonamide derivative having PGD2 receptor antagonistic activity, 

Source

Source(1):

• Patent Bioactivity Data