8-Benzenesulfonylamino-7-pyridin-3-yl-octanoic acid hydrochloride

ID: ALA557427

PubChem CID: 10001758

Max Phase: Preclinical

Molecular Formula: C19H25ClN2O4S

Molecular Weight: 376.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)CCCCCC(CNS(=O)(=O)c1ccccc1)c1cccnc1

Standard InChI:  InChI=1S/C19H24N2O4S.ClH/c22-19(23)12-6-1-3-8-17(16-9-7-13-20-14-16)15-21-26(24,25)18-10-4-2-5-11-18;/h2,4-5,7,9-11,13-14,17,21H,1,3,6,8,12,15H2,(H,22,23);1H

Standard InChI Key:  TUVTYRXODIEMQN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
    6.3877    4.5062    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5857    6.0115    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886    5.2566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    4.8115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6268    5.4148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    7.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9142    9.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928    3.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541   10.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0044    3.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   10.3516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9115    8.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2802    8.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8783    8.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050    3.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109    7.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    5.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    5.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    9.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740    9.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728   10.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  2  0
  2  5  2  0
  2  6  1  0
  3  9  1  0
  7 10  2  0
  9 12  1  0
 11 12  1  0
  7 13  1  0
  8 14  1  0
 11 14  2  0
  7 15  1  0
  8 16  2  0
  6 17  1  0
  6 18  2  0
 11 19  1  0
 12 20  1  0
 15 21  1  0
 20 22  1  0
 21 23  1  0
 22 23  1  0
 16 24  1  0
 19 24  2  0
 17 25  2  0
 18 26  1  0
 25 27  1  0
 26 27  2  0
M  END

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: 376.48

Molecular Weight (Monoisotopic): 376.1457

AlogP: 3.18

#Rotatable Bonds: 11

Polar Surface Area: 96.36

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.00

CX Basic pKa: 4.96

CX LogP: 1.99

CX LogD: -0.16

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -0.60

References

1. Main AJ, Goldstein R, Cohen DS, Furness P, Lee W..  (1992)  Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 2. Synthesis and biological activity of 8-(benzenesulfonamido)-7-(3-pyridinyl)octaonic acid and related compounds.,  35  (23): [PMID:1447736] [10.1021/jm00101a013]

2. Main AJ, Goldstein R, Cohen DS, Furness P, Lee W..  (1992)  Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 2. Synthesis and biological activity of 8-(benzenesulfonamido)-7-(3-pyridinyl)octaonic acid and related compounds.,  35  (23): [PMID:1447736] [10.1021/jm00101a013]

Source

Source(1):

• Scientific Literature