2-(N-(4-(4-amino-N-(2-amino-2-oxoethyl)phenylsulfonamido)naphthalen-1-yl)-4-methoxyphenylsulfonamido)acetamide

ID: ALA4856564

Chembl Id: CHEMBL4856564

PubChem CID: 164513524

Max Phase: Preclinical

Molecular Formula: C27H27N5O7S2

Molecular Weight: 597.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(N)=O)c2ccc(N(CC(N)=O)S(=O)(=O)c3ccc(N)cc3)c3ccccc23)cc1

Standard InChI:  InChI=1S/C27H27N5O7S2/c1-39-19-8-12-21(13-9-19)41(37,38)32(17-27(30)34)25-15-14-24(22-4-2-3-5-23(22)25)31(16-26(29)33)40(35,36)20-10-6-18(28)7-11-20/h2-15H,16-17,28H2,1H3,(H2,29,33)(H2,30,34)

Standard InChI Key:  DFIZGWXPFCOCFG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4856564

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2. Alternative Forms:

   

   ALA4856564

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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: 597.68

Molecular Weight (Monoisotopic): 597.1352

AlogP: 1.79

#Rotatable Bonds: 11

Polar Surface Area: 196.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.87

CX Basic pKa: 2.26

CX LogP: 0.74

CX LogD: 0.74

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.82

References

1. Zhang L, Xu L, Chen H, Zhang W, Xing C, Qu Z, Yu J, Zhuang C..  (2021)  Structure-based molecular hybridization design of Keap1-Nrf2 inhibitors as novel protective agents of acute lung injury.,  222  [PMID:34119834] [10.1016/j.ejmech.2021.113599]

2. Liu G, Hou R, Xu L, Zhang X, Yan J, Xing C, Xu K, Zhuang C..  (2022)  Crystallography-Guided Optimizations of the Keap1-Nrf2 Inhibitors on the Solvent Exposed Region: From Symmetric to Asymmetric Naphthalenesulfonamides.,  65  (12.0): [PMID:35687391] [10.1021/acs.jmedchem.2c00170]

Source

Source(1):

• Scientific Literature