3-[3-(2-Benzenesulfonylamino-ethyl)-5-(pyridin-3-yloxy)-phenyl]-propionic acid

ID: ALA118084

PubChem CID: 11796683

Max Phase: Preclinical

Molecular Formula: C22H22N2O5S

Molecular Weight: 426.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1cc(CCNS(=O)(=O)c2ccccc2)cc(Oc2cccnc2)c1

Standard InChI:  InChI=1S/C22H22N2O5S/c25-22(26)9-8-17-13-18(15-20(14-17)29-19-5-4-11-23-16-19)10-12-24-30(27,28)21-6-2-1-3-7-21/h1-7,11,13-16,24H,8-10,12H2,(H,25,26)

Standard InChI Key:  YGFCJXBEWFGZOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.4125   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500    0.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7167   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1250    0.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2167    0.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5167   -3.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7042   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2750    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4375   -0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167    0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0625   -1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8542   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917    0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  2  0
  4 14  2  0
  5  1  1  0
  6  1  1  0
  7 16  1  0
  8  4  1  0
  9 21  1  0
 10  7  2  0
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 21 19  2  0
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  4 13  1  0
 23  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA118084

   3-[3-(2-Benzenesulfonylamino-ethyl)-5-(pyridin-3-yloxy)-phenyl]-propionic 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: 426.49

Molecular Weight (Monoisotopic): 426.1249

AlogP: 3.41

#Rotatable Bonds: 10

Polar Surface Area: 105.59

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.56

CX Basic pKa: 4.65

CX LogP: 2.24

CX LogD: -0.08

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -0.98

References

1. Dickinson RP, Dack KN, Long CJ, Steele J..  (1997)  Thromboxane modulating agents. 3. 1H-imidazol-1-ylalkyl- and 3-pyridinylalkyl-substituted 3-[2-[(arylsulfonyl)amino]ethyl]benzenepropanoic acid derivatives as dual thromboxane synthase inhibitor/thromboxane receptor antagonists.,  40  (21): [PMID:9341919] [10.1021/jm9702793]

Source

Source(1):

• Scientific Literature