N-(2-fluorophenyl)sulfonyl-2-methoxy-5-[(1-methyl-5-nitro-indol-3-yl)methyl]benzamide

ID: ALA4756542

PubChem CID: 162655473

Max Phase: Preclinical

Molecular Formula: C24H20FN3O6S

Molecular Weight: 497.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2cn(C)c3ccc([N+](=O)[O-])cc23)cc1C(=O)NS(=O)(=O)c1ccccc1F

Standard InChI:  InChI=1S/C24H20FN3O6S/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:  FTAABRYOAHZIEM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.3152   -2.9386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1048   -2.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296   -6.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8136   -1.3854    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  33   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4756542

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 497.50

Molecular Weight (Monoisotopic): 497.1057

AlogP: 3.94

#Rotatable Bonds: 7

Polar Surface Area: 120.54

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.10

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 3.82

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.38

References

1. Howard KC,Gonzalez OA,Garneau-Tsodikova S.  (2020)  Second Generation of Zafirlukast Derivatives with Improved Activity against the Oral Pathogen Porphyromonas gingivalis.,  11  (10): [PMID:33062172] [10.1021/acsmedchemlett.9b00614]

2. 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