[4-[(N-[2-(2,4-dichlorophenoxy)acetyl]anilino)methyl]phenyl]sulfamic acid

ID: ALA5276799

Max Phase: Preclinical

Molecular Formula: C21H18Cl2N2O5S

Molecular Weight: 481.36

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(Cl)cc1Cl)N(Cc1ccc(NS(=O)(=O)O)cc1)c1ccccc1

Standard InChI:  InChI=1S/C21H18Cl2N2O5S/c22-16-8-11-20(19(23)12-16)30-14-21(26)25(18-4-2-1-3-5-18)13-15-6-9-17(10-7-15)24-31(27,28)29/h1-12,24H,13-14H2,(H,27,28,29)

Standard InChI Key:  DHLNIXDXGMLIEG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.9223    0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6256   -0.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3437   -0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0544   -0.6601    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3511    0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6404    1.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6477    1.8273    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2115    1.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934    0.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    1.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    0.6219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    1.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715   -0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8004   -0.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5185   -0.5835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2292   -0.1647    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    0.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7930    0.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0572   -0.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6608   -0.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -1.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425   -1.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606   -1.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7680   -0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7900    1.8529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0544   -0.1647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4428   -0.9618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  7  1  2  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  1  0
 11 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 17 16  1  0
 17 18  1  0
 19 18  1  0
 19 20  1  0
 17 21  2  0
 21 22  1  0
 22 14  2  0
 23 12  1  0
 23 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 23 28  2  0
 11 29  2  0
 19 30  2  0
 19 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5276799

   ---

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: 481.36

Molecular Weight (Monoisotopic): 480.0313

AlogP: 4.82

#Rotatable Bonds: 8

Polar Surface Area: 95.94

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.36

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -1.63

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