(4-(((4-methoxy-N-(4-(thiophen-2-yl)thiazol-2-yl)phenyl)sulfonamido)methyl)phenyl)sulfamic acid

ID: ALA5289223

Max Phase: Preclinical

Molecular Formula: C21H19N3O6S4

Molecular Weight: 537.67

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(Cc2ccc(NS(=O)(=O)O)cc2)c2nc(-c3cccs3)cs2)cc1

Standard InChI:  InChI=1S/C21H19N3O6S4/c1-30-17-8-10-18(11-9-17)33(25,26)24(21-22-19(14-32-21)20-3-2-12-31-20)13-15-4-6-16(7-5-15)23-34(27,28)29/h2-12,14,23H,13H2,1H3,(H,27,28,29)

Standard InChI Key:  UOIWWDWZZZCMTN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.2957    1.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2750    1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1236   -2.0344    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823   -2.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0900   -1.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 27 21  1  0
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 28 29  2  0
 30 29  1  0
 21 30  2  0
  1 31  2  0
  1 32  2  0
 24 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289223

   ---

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: 537.67

Molecular Weight (Monoisotopic): 537.0157

AlogP: 4.49

#Rotatable Bonds: 9

Polar Surface Area: 125.90

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.81

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 1.52

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.75

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