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

ID: ALA1086148

PubChem CID: 46881369

Max Phase: Preclinical

Molecular Formula: C14H24N4O3S

Molecular Weight: 328.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCC(=O)NC2C=CC(S(N)(=O)=O)C=C2)CC1

Standard InChI:  InChI=1S/C14H24N4O3S/c1-17-8-10-18(11-9-17)7-6-14(19)16-12-2-4-13(5-3-12)22(15,20)21/h2-5,12-13H,6-11H2,1H3,(H,16,19)(H2,15,20,21)

Standard InChI Key:  IHZFPDVUQHBUGN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.9667   -5.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917   -5.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2019   -4.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917   -3.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9667   -3.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519   -4.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0269   -4.6615    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4384   -5.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8083   -3.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8208   -4.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269   -4.6615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134   -3.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -3.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7249   -3.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0749   -3.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499   -3.2360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429   -2.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215   -2.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062   -3.2329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -3.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -3.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7812   -3.2309    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:

   

   ALA1086148

   3-(4-methylpiperazin-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: 328.44

Molecular Weight (Monoisotopic): 328.1569

AlogP: -1.11

#Rotatable Bonds: 5

Polar Surface Area: 95.74

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: 8.21

CX LogP: -1.23

CX LogD: -2.11

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -1.15

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