N-[4-(sulfamoylmethyl)phenyl]cyclohex-3-ene-1-carboxamide

ID: ALA3098848

Cas Number: 950052-54-7

PubChem CID: 17537594

Max Phase: Preclinical

Molecular Formula: C14H18N2O3S

Molecular Weight: 294.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)Cc1ccc(NC(=O)C2CC=CCC2)cc1

Standard InChI:  InChI=1S/C14H18N2O3S/c15-20(18,19)10-11-6-8-13(9-7-11)16-14(17)12-4-2-1-3-5-12/h1-2,6-9,12H,3-5,10H2,(H,16,17)(H2,15,18,19)

Standard InChI Key:  KDVUBZRFHRDDDQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.5932   -2.5288    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0061   -1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1816   -1.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0205   -1.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0193   -2.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7338   -2.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4498   -2.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4470   -1.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7320   -1.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1596   -1.2805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8752   -1.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8783   -2.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5878   -1.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1612   -2.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1623   -3.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8762   -4.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5905   -3.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5911   -2.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3049   -2.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8767   -2.9366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  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
 12 14  1  0
 12 18  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  5 19  1  0
 19  1  1  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3098848

   N-[4-(sulfamoylmethyl)phenyl]cyclohex-3-ene-1-carboxamide

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: 294.38

Molecular Weight (Monoisotopic): 294.1038

AlogP: 1.77

#Rotatable Bonds: 4

Polar Surface Area: 89.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.01

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: -1.38

References

1. De Luca L, Ferro S, Damiano FM, Supuran CT, Vullo D, Chimirri A, Gitto R..  (2014)  Structure-based screening for the discovery of new carbonic anhydrase VII inhibitors.,  71  [PMID:24287559] [10.1016/j.ejmech.2013.10.071]

Source

Source(1):

• Scientific Literature