2-methoxy-5-[(1-methyl-5-nitro-indol-3-yl)methyl]-N-(4-nitrophenyl)sulfonyl-benzamide

ID: ALA4760722

Chembl Id: CHEMBL4760722

PubChem CID: 162658036

Max Phase: Preclinical

Molecular Formula: C24H20N4O8S

Molecular Weight: 524.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2cn(C)c3ccc([N+](=O)[O-])cc23)cc1C(=O)NS(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C24H20N4O8S/c1-26-14-16(20-13-18(28(32)33)6-9-22(20)26)11-15-3-10-23(36-2)21(12-15)24(29)25-37(34,35)19-7-4-17(5-8-19)27(30)31/h3-10,12-14H,11H2,1-2H3,(H,25,29)

Standard InChI Key:  KIKRGMSSHGBKJK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4760722

   ---

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: 524.51

Molecular Weight (Monoisotopic): 524.1002

AlogP: 3.71

#Rotatable Bonds: 8

Polar Surface Area: 163.68

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.18

CX Basic pKa:

CX LogP: 4.56

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.27

Np Likeness Score: -1.03

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