N-(2-bromophenylsulfonyl)-2-methoxy-5-((1-methyl-5-nitro-1H-indol-3-yl)methyl)benzamide

ID: ALA5202738

PubChem CID: 168292812

Max Phase: Preclinical

Molecular Formula: C24H20BrN3O6S

Molecular Weight: 558.41

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2cn(C)c3ccc([N+](=O)[O-])cc23)cc1C(=O)NS(=O)(=O)c1ccccc1Br

Standard InChI:  InChI=1S/C24H20BrN3O6S/c1-27-14-16(18-13-17(28(30)31)8-9-21(18)27)11-15-7-10-22(34-2)19(12-15)24(29)26-35(32,33)23-6-4-3-5-20(23)25/h3-10,12-14H,11H2,1-2H3,(H,26,29)

Standard InChI Key:  QXECFPKCZXAHMA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.4928   -1.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7809   -1.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9962   -2.7942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9220   -1.3018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7826   -0.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0144   -0.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    0.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4038    0.1907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2366    1.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6531    1.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337    1.5714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473    2.3684    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582    3.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0531    3.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6367    3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257    2.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304    1.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473    3.1952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7826   -3.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4168    1.1990    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
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 31 30  2  0
 26 31  1  0
 25 32  2  0
 25 33  2  0
  7 34  1  0
 31 35  1  0
M  CHG  2  10   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5202738

   ---

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: 558.41

Molecular Weight (Monoisotopic): 557.0256

AlogP: 4.57

#Rotatable Bonds: 7

Polar Surface Area: 120.54

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.16

CX Basic pKa: ┄

CX LogP: 5.39

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -1.21

References

1. Howard KC, Garneau-Tsodikova S..  (2022)  Selective Inhibition of the Periodontal Pathogen Porphyromonas gingivalis by Third-Generation Zafirlukast Derivatives.,  65  (21.0): [PMID:36273428] [10.1021/acs.jmedchem.2c01471]

Source

Source(1):

• Scientific Literature