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

ID: ALA3959547

PubChem CID: 134155468

Max Phase: Preclinical

Molecular Formula: C28H31N3O7S

Molecular Weight: 553.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(S(=O)(=O)N2CCN(c3ccc(NC(=O)c4ccccc4)c(OCC(=O)O)c3)CC2)cc1

Standard InChI:  InChI=1S/C28H31N3O7S/c1-20(2)38-23-9-11-24(12-10-23)39(35,36)31-16-14-30(15-17-31)22-8-13-25(26(18-22)37-19-27(32)33)29-28(34)21-6-4-3-5-7-21/h3-13,18,20H,14-17,19H2,1-2H3,(H,29,34)(H,32,33)

Standard InChI Key:  GPLFZBWVDUEXHD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 42  0  0  0  0  0  0  0  0999 V2000
   33.4104  -19.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4146  -20.7169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.1291  -20.3019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3415  -20.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9412  -20.7554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3634  -21.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1860  -21.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5904  -20.7275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1681  -20.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1151  -20.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6881  -20.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8622  -20.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4621  -20.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8900  -21.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7145  -21.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8375  -21.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4333  -22.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8528  -22.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6805  -22.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0867  -22.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6607  -21.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1058  -23.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9326  -23.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3538  -24.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3340  -22.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4923  -22.2287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6698  -22.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2722  -22.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4497  -22.9804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6971  -23.6692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6396  -20.8117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2154  -20.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3928  -20.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6136  -19.3869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9722  -19.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1504  -19.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7512  -20.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1799  -20.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0003  -20.8412    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
 31 32  1  0
 32 33  1  0
 32 34  2  0
 33 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3959547

   ---

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: 553.64

Molecular Weight (Monoisotopic): 553.1883

AlogP: 3.70

#Rotatable Bonds: 10

Polar Surface Area: 125.48

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.54

CX Basic pKa: 1.23

CX LogP: 3.79

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.39

Np Likeness Score: -1.76

References

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

Source

Source(1):

• Patent Bioactivity Data