2-(3-(furan-2-yl)-5-(4-(4-isopropoxyphenylsulfonyl)piperazin-1-yl)phenoxy)acetic acid

ID: ALA3959030

PubChem CID: 134155457

Max Phase: Preclinical

Molecular Formula: C25H28N2O7S

Molecular Weight: 500.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(S(=O)(=O)N2CCN(c3cc(OCC(=O)O)cc(-c4ccco4)c3)CC2)cc1

Standard InChI:  InChI=1S/C25H28N2O7S/c1-18(2)34-21-5-7-23(8-6-21)35(30,31)27-11-9-26(10-12-27)20-14-19(24-4-3-13-32-24)15-22(16-20)33-17-25(28)29/h3-8,13-16,18H,9-12,17H2,1-2H3,(H,28,29)

Standard InChI Key:  VFUNGKPPHCWEET-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   20.3142  -16.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7269  -17.4994    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.1354  -16.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4910  -19.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4898  -19.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1979  -20.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9075  -19.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9047  -19.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1961  -18.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6084  -18.7273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3175  -19.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0215  -18.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0227  -17.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3136  -17.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6033  -17.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1977  -21.1877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4899  -21.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4897  -22.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7819  -22.8218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1973  -22.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4381  -17.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -18.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1409  -19.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8496  -18.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8470  -17.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1396  -17.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5579  -19.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2650  -18.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9733  -19.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2640  -17.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7832  -18.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6975  -17.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8981  -17.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4897  -18.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0367  -19.0669    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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8 10  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 13  2  1  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  2  0
  4 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3959030

   ---

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: 500.57

Molecular Weight (Monoisotopic): 500.1617

AlogP: 3.71

#Rotatable Bonds: 9

Polar Surface Area: 109.52

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.34

CX Basic pKa: 1.29

CX LogP: 3.41

CX LogD: 0.47

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: -1.60

References

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

Source

Source(1):

• Patent Bioactivity Data