4-(4-methylpiperidin-1-yl)-N-(4-sulfamoylcyclohexa-2,5-dienyl)butanamide

ID: ALA1086161

PubChem CID: 46881376

Max Phase: Preclinical

Molecular Formula: C16H27N3O3S

Molecular Weight: 341.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(CCCC(=O)NC2C=CC(S(N)(=O)=O)C=C2)CC1

Standard InChI:  InChI=1S/C16H27N3O3S/c1-13-8-11-19(12-9-13)10-2-3-16(20)18-14-4-6-15(7-5-14)23(17,21)22/h4-7,13-15H,2-3,8-12H2,1H3,(H,18,20)(H2,17,21,22)

Standard InChI Key:  LLNCKVWNUUEEMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.6375  -10.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4625  -10.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8727   -9.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4625   -9.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6375   -9.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2227   -9.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6977   -9.8323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.1092  -10.5473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4792   -9.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4917   -9.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3977   -9.8323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9842   -9.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1592   -9.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3957   -8.4033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7457   -8.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9207   -8.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5072   -7.6929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9232   -6.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5132   -6.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6879   -6.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2742   -6.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6858   -7.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2771   -5.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  6 11  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1086161

   4-(4-methylpiperidin-1-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: 341.48

Molecular Weight (Monoisotopic): 341.1773

AlogP: 0.77

#Rotatable Bonds: 6

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: 11.45

CX Basic pKa: 9.65

CX LogP: 0.21

CX LogD: -1.89

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.96

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