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

ID: ALA3981836

PubChem CID: 134157241

Max Phase: Preclinical

Molecular Formula: C21H25ClN2O6S

Molecular Weight: 468.96

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H25ClN2O6S/c1-15(2)30-17-4-6-18(7-5-17)31(27,28)24-11-9-23(10-12-24)16-3-8-19(22)20(13-16)29-14-21(25)26/h3-8,13,15H,9-12,14H2,1-2H3,(H,25,26)

Standard InChI Key:  CRHVSILXARGIOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   31.5155  -19.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5196  -20.7847    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.2253  -20.3726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4727  -20.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0752  -20.8230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4946  -21.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3075  -21.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7051  -20.7953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2897  -20.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2587  -20.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8387  -20.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0224  -20.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6251  -20.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0500  -21.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8649  -21.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9397  -21.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5381  -22.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9549  -22.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7729  -22.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1724  -22.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7533  -21.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1913  -23.5946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0084  -23.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4268  -24.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4071  -22.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6560  -22.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8390  -22.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4450  -23.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6280  -23.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8680  -23.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8080  -20.8789    0.0000 Cl  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:

   

   ALA3981836

   ---

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: 468.96

Molecular Weight (Monoisotopic): 468.1122

AlogP: 3.10

#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: 3.66

CX Basic pKa: 0.96

CX LogP: 3.30

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.84

References

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

Source

Source(1):

• Patent Bioactivity Data