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

ID: ALA5269779

Max Phase: Preclinical

Molecular Formula: C23H18ClN3O4S2

Molecular Weight: 500.00

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1Cl)N(Cc1ccc(NS(=O)(=O)O)cc1)c1nc(-c2ccccc2)cs1

Standard InChI:  InChI=1S/C23H18ClN3O4S2/c24-20-9-5-4-8-19(20)22(28)27(14-16-10-12-18(13-11-16)26-33(29,30)31)23-25-21(15-32-23)17-6-2-1-3-7-17/h1-13,15,26H,14H2,(H,29,30,31)

Standard InChI Key:  GPWLOXDZGKEYRS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.1297    1.5241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190    1.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    1.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1644    0.7373    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570    1.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5129    0.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257   -1.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    1.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    1.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    0.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2793    0.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    2.7552    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8381   -2.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261   -2.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 28  1  0
 29 22  2  0
 30 29  1  0
 31 30  2  0
 32 31  1  0
 33 32  2  0
 22 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269779

   ---

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: 500.00

Molecular Weight (Monoisotopic): 499.0427

AlogP: 5.53

#Rotatable Bonds: 7

Polar Surface Area: 99.60

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.76

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 2.75

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -1.81

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