4-(cyclooctanecarboxamido)phenyl 4-methylbenzenesulfonate

ID: ALA4476410

PubChem CID: 155538337

Max Phase: Preclinical

Molecular Formula: C22H27NO4S

Molecular Weight: 401.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Oc2ccc(NC(=O)C3CCCCCCC3)cc2)cc1

Standard InChI:  InChI=1S/C22H27NO4S/c1-17-9-15-21(16-10-17)28(25,26)27-20-13-11-19(12-14-20)23-22(24)18-7-5-3-2-4-6-8-18/h9-16,18H,2-8H2,1H3,(H,23,24)

Standard InChI Key:  XYOGJCLXOKQTNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   32.3533  -25.0853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7661  -25.7952    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.1745  -25.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1844  -24.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1833  -25.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8913  -26.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6010  -25.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5981  -24.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8895  -24.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3043  -24.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0136  -24.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7197  -24.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0166  -25.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4752  -26.2055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0598  -26.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3531  -25.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6473  -26.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6481  -27.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3606  -27.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0635  -27.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6770  -23.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6921  -24.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1265  -25.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0898  -23.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2707  -23.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7050  -23.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3072  -25.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9416  -27.4315    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
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14  2  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 12  1  0
 12 27  1  0
 27 23  1  0
 18 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476410

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 401.53

Molecular Weight (Monoisotopic): 401.1661

AlogP: 5.06

#Rotatable Bonds: 5

Polar Surface Area: 72.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.21

References

1. Semreen MH, El-Gamal MI, Ullah S, Jalil S, Zaib S, Anbar HS, Lecka J, Sévigny J, Iqbal J..  (2019)  Synthesis, biological evaluation, and molecular docking study of sulfonate derivatives as nucleotide pyrophosphatase/phosphodiesterase (NPP) inhibitors.,  27  (13): [PMID:31088715] [10.1016/j.bmc.2019.04.031]

Source

Source(1):

• Scientific Literature