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

ID: ALA1085912

PubChem CID: 46881374

Max Phase: Preclinical

Molecular Formula: C15H25N3O3S

Molecular Weight: 327.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H25N3O3S/c1-12-6-9-18(10-7-12)11-8-15(19)17-13-2-4-14(5-3-13)22(16,20)21/h2-5,12-14H,6-11H2,1H3,(H,17,19)(H2,16,20,21)

Standard InChI Key:  WXOJQGMXBJUANV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -0.0042   -9.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208   -9.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2311   -8.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208   -8.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042   -8.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4189   -8.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561   -8.9240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676   -9.6390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375   -8.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500   -8.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -8.9240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574   -8.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824   -8.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459   -7.4950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8959   -7.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7209   -7.4985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1279   -6.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -6.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3647   -7.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9524   -8.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1248   -8.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1937   -7.4934    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA1085912

   3-(4-methylpiperidin-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: 327.45

Molecular Weight (Monoisotopic): 327.1617

AlogP: 0.38

#Rotatable Bonds: 5

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: 9.54

CX LogP: -0.09

CX LogD: -2.07

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -1.09

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