SID87544824

ID: ALA1736901

PubChem CID: 27869236

Max Phase: Preclinical

Molecular Formula: C18H22N4O3S

Molecular Weight: 374.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(NC(=O)N2CCN(Cc3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C18H22N4O3S/c19-26(24,25)17-8-6-16(7-9-17)20-18(23)22-12-10-21(11-13-22)14-15-4-2-1-3-5-15/h1-9H,10-14H2,(H,20,23)(H2,19,24,25)

Standard InChI Key:  VJPQXXSBUBPQDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -0.0855    3.8471    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    4.6721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    3.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435    0.5471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -0.6904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    0.5471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -2.3404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395    3.8471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    1.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290    0.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290    2.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7999    2.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290    1.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7999    1.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435   -1.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -1.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435   -1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -3.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -3.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -4.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7999   -3.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7999   -4.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144   -3.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144   -4.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  8  1  0
  1  9  1  0
  4 11  2  0
  5 11  1  0
  5 16  1  0
  5 17  1  0
  6 10  1  0
  6 11  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  9 12  2  0
  9 13  1  0
 10 14  2  0
 10 15  1  0
 12 14  1  0
 13 15  2  0
 16 18  1  0
 17 19  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 22 24  1  0
 23 25  2  0
 24 26  2  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1736901

   1-(4-Aminosulfonyl-anilinoformyl)-4-benzyl-piperazine

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: 374.47

Molecular Weight (Monoisotopic): 374.1413

AlogP: 1.68

#Rotatable Bonds: 4

Polar Surface Area: 95.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: 6.95

CX LogP: 1.50

CX LogD: 1.37

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: -1.96

References

1. PubChem BioAssay data set, 

2. Congiu C, Onnis V, Deplano A, Balboni G, Dedeoglu N, Supuran CT..  (2015)  Synthesis of sulfonamides incorporating piperazinyl-ureido moieties and their carbonic anhydrase I, II, IX and XII inhibitory activity.,  25  (18): [PMID:26233435] [10.1016/j.bmcl.2015.07.060]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays