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

ID: ALA5274277

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O4S3

Molecular Weight: 506.03

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1Cl)N(Cc1ccc(NS(=O)(=O)O)cc1)c1nc(-c2cccs2)cs1

Standard InChI:  InChI=1S/C21H16ClN3O4S3/c22-17-5-2-1-4-16(17)20(26)25(21-23-18(13-31-21)19-6-3-11-30-19)12-14-7-9-15(10-8-14)24-32(27,28)29/h1-11,13,24H,12H2,(H,27,28,29)

Standard InChI Key:  TZWDMFVVLHCGQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.8479    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    1.4772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190    1.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    1.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065    0.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0247    0.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7354    0.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    0.2716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644    0.6905    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570    1.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7281    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0099    1.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897    0.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -0.1066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    1.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    0.2332    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -0.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    0.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    1.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    1.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    0.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2793    0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8479    2.7085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    2.7084    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -2.0897    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2669   -2.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4676   -2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753   -1.5536    0.0000 C   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
  1 27  2  0
 22 28  1  0
 29 21  1  0
 29 30  1  0
 30 31  2  0
 32 31  1  0
 21 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5274277

   ---

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: 506.03

Molecular Weight (Monoisotopic): 504.9991

AlogP: 5.59

#Rotatable Bonds: 7

Polar Surface Area: 99.60

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.90

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 2.53

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: -2.13

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