2-(2,4,6-trimethyl-N-o-tolylphenylsulfonamido)acetic acid

ID: ALA4791229

PubChem CID: 138095174

Max Phase: Preclinical

Molecular Formula: C18H21NO4S

Molecular Weight: 347.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(S(=O)(=O)N(CC(=O)O)c2ccccc2C)c(C)c1

Standard InChI:  InChI=1S/C18H21NO4S/c1-12-9-14(3)18(15(4)10-12)24(22,23)19(11-17(20)21)16-8-6-5-7-13(16)2/h5-10H,11H2,1-4H3,(H,20,21)

Standard InChI Key:  CNIISYKYGGSPOY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    9.1459   -7.9656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7415   -7.2598    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.3325   -7.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6187   -6.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -6.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3256   -7.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0352   -6.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0324   -6.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238   -5.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4506   -6.8508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1590   -7.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4494   -6.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1564   -5.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1556   -8.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8632   -8.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5712   -8.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5673   -7.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8592   -6.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8648   -6.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551   -4.8067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4473   -8.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7386   -5.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9109   -5.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3254   -8.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7  2  1  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 11  1  0
 13 19  2  0
 13 20  1  0
 14 21  1  0
  8 22  1  0
  4 23  1  0
  6 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791229

   ---

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: 347.44

Molecular Weight (Monoisotopic): 347.1191

AlogP: 3.20

#Rotatable Bonds: 5

Polar Surface Area: 74.68

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 0.88

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.90

Np Likeness Score: -1.30

References

1. Zhou HS,Hu LB,Zhang H,Shan WX,Wang Y,Li X,Liu T,Zhao J,You QD,Jiang ZY.  (2020)  Design, Synthesis, and Structure-Activity Relationships of Indoline-Based Kelch-like ECH-Associated Protein 1-Nuclear Factor (Erythroid-Derived 2)-Like 2 (Keap1-Nrf2) Protein-Protein Interaction Inhibitors.,  63  (19.0): [PMID:32902980] [10.1021/acs.jmedchem.0c01116]

Source

Source(1):

• Scientific Literature