4-morpholino-N-(4-sulfamoylcyclohexa-2,5-dienyl)butanamide

ID: ALA1086162

PubChem CID: 46881377

Max Phase: Preclinical

Molecular Formula: C14H23N3O4S

Molecular Weight: 329.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)C1C=CC(NC(=O)CCCN2CCOCC2)C=C1

Standard InChI:  InChI=1S/C14H23N3O4S/c15-22(19,20)13-5-3-12(4-6-13)16-14(18)2-1-7-17-8-10-21-11-9-17/h3-6,12-13H,1-2,7-11H2,(H,16,18)(H2,15,19,20)

Standard InChI Key:  ZFLRLLKTVXTRGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -0.2792  -14.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5458  -14.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561  -13.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5458  -13.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2792  -13.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6939  -13.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7811  -13.8031    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1926  -14.5182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5625  -13.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750  -13.5833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5189  -13.8031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324  -13.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574  -13.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209  -12.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1709  -12.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9959  -12.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4094  -11.6637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935  -10.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035  -10.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2288  -10.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6425  -10.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2309  -11.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6 11  1  0
  4  5  2  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
 12 14  2  0
  3  7  1  0
 13 15  1  0
  1  2  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
 17 18  1  0
  1  6  1  0
  7  9  2  0
  2  3  1  0
  7 10  2  0
  3  4  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1086162

   4-morpholin-4-yl-N-(4-sulfamoylcyclohexa-2,5-dien-1-yl)butanamide

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: 329.42

Molecular Weight (Monoisotopic): 329.1409

AlogP: -0.63

#Rotatable Bonds: 6

Polar Surface Area: 101.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 7.31

CX LogP: -1.01

CX LogD: -1.27

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -1.17

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