2,2'-((2-((3-Methoxybenzyl)oxy)-1,4-phenylene)bis(((4-methoxyphenyl)sulfonyl)azanediyl))diacetic Acid

ID: ALA5195422

Chembl Id: CHEMBL5195422

PubChem CID: 168286695

Max Phase: Preclinical

Molecular Formula: C32H32N2O12S2

Molecular Weight: 700.74

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(=O)O)c2ccc(N(CC(=O)O)S(=O)(=O)c3ccc(OC)cc3)c(OCc3cccc(OC)c3)c2)cc1

Standard InChI:  InChI=1S/C32H32N2O12S2/c1-43-24-8-12-27(13-9-24)47(39,40)33(19-31(35)36)23-7-16-29(30(18-23)46-21-22-5-4-6-26(17-22)45-3)34(20-32(37)38)48(41,42)28-14-10-25(44-2)11-15-28/h4-18H,19-21H2,1-3H3,(H,35,36)(H,37,38)

Standard InChI Key:  WBAMXRKWJLJJLR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5195422

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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: 700.74

Molecular Weight (Monoisotopic): 700.1397

AlogP: 3.85

#Rotatable Bonds: 16

Polar Surface Area: 186.28

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.38

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: -3.56

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.17

Np Likeness Score: -0.89

References

1. Georgakopoulos N, Talapatra S, Dikovskaya D, Dayalan Naidu S, Higgins M, Gatliff J, Ayhan A, Nikoloudaki R, Schaap M, Valko K, Javid F, Dinkova-Kostova AT, Kozielski F, Wells G..  (2022)  Phenyl Bis-Sulfonamide Keap1-Nrf2 Protein-Protein Interaction Inhibitors with an Alternative Binding Mode.,  65  (10.0): [PMID:35549469] [10.1021/acs.jmedchem.2c00457]

Source

Source(1):

• Scientific Literature