(4-(((3-chloro-N-(4-phenylthiazol-2-yl)phenyl)sulfonamido)methyl)phenyl)sulfamic acid

ID: ALA5272573

Max Phase: Preclinical

Molecular Formula: C22H18ClN3O5S3

Molecular Weight: 536.06

Names and Identifiers

Canonical SMILES:  O=S(=O)(O)Nc1ccc(CN(c2nc(-c3ccccc3)cs2)S(=O)(=O)c2cccc(Cl)c2)cc1

Standard InChI:  InChI=1S/C22H18ClN3O5S3/c23-18-7-4-8-20(13-18)33(27,28)26(14-16-9-11-19(12-10-16)25-34(29,30)31)22-24-21(15-32-22)17-5-2-1-3-6-17/h1-13,15,25H,14H2,(H,29,30,31)

Standard InChI Key:  PXAXBPJDJQTROA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.7724    1.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0616    1.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6564    1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638    0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8109    0.3737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5217    0.7925    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5143    1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0854    1.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672    2.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3470    0.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7353   -0.0046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    1.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    0.3352    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2832   -0.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1556    0.2045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -1.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201    1.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    0.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9220    0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4808   -1.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1687   -1.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -1.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070    2.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032    2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3470    1.9857    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  7  6  1  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
  7 11  2  0
 11 12  1  0
 12  4  2  0
 13  2  1  0
  9 14  2  0
  9 15  2  0
  1 16  1  0
 17 13  1  0
 17 18  1  0
 18 19  2  0
 20 19  1  0
 13 20  2  0
 19 21  1  0
 22 16  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 16 26  1  0
 27 21  2  0
 28 27  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 21 31  1  0
  1 32  2  0
  1 33  2  0
 23 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5272573

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 536.06

Molecular Weight (Monoisotopic): 535.0097

AlogP: 5.07

#Rotatable Bonds: 8

Polar Surface Area: 116.67

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.77

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 2.50

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.79

References

1. Zhang W, Wei Z, Huang G, Xie F, Zheng Z, Li S..  (2020)  Study of triaryl-based sulfamic acid derivatives as HPTPβ inhibitors.,  28  (23.0): [PMID:32992253] [10.1016/j.bmc.2020.115777]

Source

Source(1):

• Scientific Literature