4-[(4-Chloro-2-cyclohexylsulfanyl-5-sulfamoylbenzoyl)amino]butanoic acid

ID: ALA4513684

PubChem CID: 126508867

Max Phase: Preclinical

Molecular Formula: C17H23ClN2O5S2

Molecular Weight: 434.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cc(C(=O)NCCCC(=O)O)c(SC2CCCCC2)cc1Cl

Standard InChI:  InChI=1S/C17H23ClN2O5S2/c18-13-10-14(26-11-5-2-1-3-6-11)12(9-15(13)27(19,24)25)17(23)20-8-4-7-16(21)22/h9-11H,1-8H2,(H,20,23)(H,21,22)(H2,19,24,25)

Standard InChI Key:  QBFWPSYDISFIKC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.5912  -23.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2998  -23.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3027  -24.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5930  -25.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8850  -24.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8861  -23.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1769  -25.1217    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.5928  -25.9399    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8850  -26.3483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0021  -26.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4107  -25.9399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0060  -23.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7152  -23.8852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0029  -22.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4214  -23.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1306  -23.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8368  -23.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5461  -23.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2522  -23.4633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5491  -24.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5888  -22.6681    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8798  -22.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8814  -21.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1733  -21.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658  -21.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4709  -22.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1795  -22.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  8 10  2  0
  8 11  2  0
  2 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513684

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 434.97

Molecular Weight (Monoisotopic): 434.0737

AlogP: 3.01

#Rotatable Bonds: 8

Polar Surface Area: 126.56

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.07

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: -1.00

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.27

References

1. Zakšauskas A, Čapkauskaitė E, Jezepčikas L, Linkuvienė V, Paketurytė V, Smirnov A, Leitans J, Kazaks A, Dvinskis E, Manakova E, Gražulis S, Tars K, Matulis D..  (2020)  Halogenated and di-substituted benzenesulfonamides as selective inhibitors of carbonic anhydrase isoforms.,  185  [PMID:31740053] [10.1016/j.ejmech.2019.111825]

Source

Source(1):

• Scientific Literature