(4-((2-(3-fluorophenyl)-N-(4-phenylthiazol-2-yl)acetamido)methyl)phenyl)sulfamic acid

ID: ALA5277981

Max Phase: Preclinical

Molecular Formula: C24H20FN3O4S2

Molecular Weight: 497.57

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(F)c1)N(Cc1ccc(NS(=O)(=O)O)cc1)c1nc(-c2ccccc2)cs1

Standard InChI:  InChI=1S/C24H20FN3O4S2/c25-20-8-4-5-18(13-20)14-23(29)28(15-17-9-11-21(12-10-17)27-34(30,31)32)24-26-22(16-33-24)19-6-2-1-3-7-19/h1-13,16,27H,14-15H2,(H,30,31,32)

Standard InChI Key:  SSRKIYQNFCWELW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.4137    1.3186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2970    1.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0152    1.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225    0.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8730    1.3569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1392    2.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0940   -0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1173    0.0746    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2030   -0.0560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899   -2.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154   -2.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5273   -2.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191   -1.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615    2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    2.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    2.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    1.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7057    1.3141    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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  5  6  2  0
  7  6  1  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
  7 11  2  0
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 13  2  1  0
  1 14  2  0
  9 15  2  0
  9 16  2  0
  1 17  1  0
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 18 19  1  0
 19 20  2  0
 21 20  1  0
 13 21  2  0
 20 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
 28 17  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 32 31  1  0
 33 32  2  0
 28 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5277981

   ---

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: 497.57

Molecular Weight (Monoisotopic): 497.0879

AlogP: 4.94

#Rotatable Bonds: 8

Polar Surface Area: 99.60

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.72

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -1.85

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