5-((1-butyl-5-nitro-1H-indol-3-yl)methyl)-2-methoxy-N-(4-nitrophenylsulfonyl)benzamide

ID: ALA5206961

PubChem CID: 168297214

Max Phase: Preclinical

Molecular Formula: C27H26N4O8S

Molecular Weight: 566.59

Names and Identifiers

Canonical SMILES:  CCCCn1cc(Cc2ccc(OC)c(C(=O)NS(=O)(=O)c3ccc([N+](=O)[O-])cc3)c2)c2cc([N+](=O)[O-])ccc21

Standard InChI:  InChI=1S/C27H26N4O8S/c1-3-4-13-29-17-19(23-16-21(31(35)36)8-11-25(23)29)14-18-5-12-26(39-2)24(15-18)27(32)28-40(37,38)22-9-6-20(7-10-22)30(33)34/h5-12,15-17H,3-4,13-14H2,1-2H3,(H,28,32)

Standard InChI Key:  DMMGDAZAYLXKJW-UHFFFAOYSA-N

Molfile:  

 
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M  CHG  4  29   1  30  -1  34   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5206961

   ---

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: 566.59

Molecular Weight (Monoisotopic): 566.1471

AlogP: 4.98

#Rotatable Bonds: 11

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: 5.88

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -1.19

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