3-(4-benzylpiperidin-1-yl)-N-(4-sulfamoylcyclohexa-2,5-dienyl)propanamide

ID: ALA1086160

PubChem CID: 46881375

Max Phase: Preclinical

Molecular Formula: C21H29N3O3S

Molecular Weight: 403.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)C1C=CC(NC(=O)CCN2CCC(Cc3ccccc3)CC2)C=C1

Standard InChI:  InChI=1S/C21H29N3O3S/c22-28(26,27)20-8-6-19(7-9-20)23-21(25)12-15-24-13-10-18(11-14-24)16-17-4-2-1-3-5-17/h1-9,18-20H,10-16H2,(H,23,25)(H2,22,26,27)

Standard InChI Key:  ZBWCPPARINDJCG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   11.3375   -9.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1625   -9.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5727   -9.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1625   -8.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3375   -8.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9227   -9.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3977   -9.0198    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.8092   -9.7348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1792   -8.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1917   -8.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0977   -9.0198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6842   -8.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8592   -8.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0957   -7.5908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4457   -7.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6207   -7.5943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2138   -6.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924   -6.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9770   -7.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3893   -8.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2169   -8.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1520   -7.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7378   -8.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9145   -8.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003   -9.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -9.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7404   -9.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1508   -9.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  2  0
  3  7  1  0
 13 15  1  0
  1  2  2  0
 15 16  1  0
 16 17  1  0
  7  8  1  0
  1  6  1  0
  7  9  2  0
  2  3  1  0
  7 10  2  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  3  4  1  0
 19 22  1  0
  6 11  1  0
 22 23  1  0
  4  5  2  0
 23 24  2  0
 11 12  1  0
 24 25  1  0
  5  6  1  0
 25 26  2  0
 12 13  1  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1086160

   3-(4-benzylpiperidin-1-yl)-N-(4-sulfamoylcyclohexa-2,5-dien-1-yl)propanamide

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: 403.55

Molecular Weight (Monoisotopic): 403.1930

AlogP: 1.60

#Rotatable Bonds: 7

Polar Surface Area: 92.50

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 9.47

CX LogP: 1.51

CX LogD: -0.43

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.84

References

1. Oltulu O, Yaşar MM, Eroğlu E..  (2009)  A QSAR study on relationship between structure of sulfonamides and their carbonic anhydrase inhibitory activity using the eigenvalue (EVA) method.,  44  (9): [PMID:19303173] [10.1016/j.ejmech.2009.02.016]

Source

Source(1):

• Scientific Literature