2-Benzyloxy-1,4-bis(4-methoxyphenylsulfonamido)benzene-N,N-diacetic acid

ID: ALA5172581

Chembl Id: CHEMBL5172581

PubChem CID: 139582005

Max Phase: Preclinical

Molecular Formula: C31H30N2O11S2

Molecular Weight: 670.72

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(OCc3ccccc3)c2)cc1

Standard InChI:  InChI=1S/C31H30N2O11S2/c1-42-24-9-13-26(14-10-24)45(38,39)32(19-30(34)35)23-8-17-28(29(18-23)44-21-22-6-4-3-5-7-22)33(20-31(36)37)46(40,41)27-15-11-25(43-2)12-16-27/h3-18H,19-21H2,1-2H3,(H,34,35)(H,36,37)

Standard InChI Key:  WLXLBNHWWYEQCG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5172581

   ---

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: 670.72

Molecular Weight (Monoisotopic): 670.1291

AlogP: 3.84

#Rotatable Bonds: 15

Polar Surface Area: 177.05

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.42

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: -3.40

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: -0.87

References

1. Lee S, Abed DA, Nguyen MU, Verzi MP, Hu L..  (2022)  Structure-activity relationships of 1,4-bis(arylsulfonamido)-benzene or naphthalene-N,N'-diacetic acids with varying C2-substituents as inhibitors of Keap1-Nrf2 protein-protein interaction.,  237  [PMID:35462166] [10.1016/j.ejmech.2022.114380]

2. 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