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

ID: ALA3969800

PubChem CID: 134154584

Max Phase: Preclinical

Molecular Formula: C23H29N3O7S

Molecular Weight: 491.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc(N2CCN(S(=O)(=O)c3ccc(OC(C)C)cc3)CC2)cc1OCC(=O)O

Standard InChI:  InChI=1S/C23H29N3O7S/c1-16(2)33-18-5-7-19(8-6-18)34(30,31)26-12-10-25(11-13-26)17-4-9-20(23(29)24-3)21(14-17)32-15-22(27)28/h4-9,14,16H,10-13,15H2,1-3H3,(H,24,29)(H,27,28)

Standard InChI Key:  FHZDWXSQNKRBSI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   33.3398   -7.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7525   -7.7262    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.1609   -7.0138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5165   -9.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5154  -10.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2234  -10.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9331  -10.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9303   -9.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2216   -8.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6339   -8.9540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3430   -9.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0471   -8.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0482   -8.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3391   -7.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6289   -8.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2232  -11.4145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5154  -11.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5152  -12.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8074  -13.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2228  -13.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4636   -8.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4596   -8.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1665   -9.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8752   -8.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8725   -8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1651   -7.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5834   -9.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2906   -8.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9988   -9.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2895   -8.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8116  -10.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8128  -11.4133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1032  -10.1887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3961  -10.5984    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
  5 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3969800

   ---

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: 491.57

Molecular Weight (Monoisotopic): 491.1726

AlogP: 1.81

#Rotatable Bonds: 9

Polar Surface Area: 125.48

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 0.26

CX LogP: 1.78

CX LogD: -1.54

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -1.74

References

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

Source

Source(1):

• Patent Bioactivity Data