2,2'-(naphthalene-1,3-diylbis(((4-methoxyphenyl)sulfonyl)azanediyl))acetic acid

ID: ALA3632887

PubChem CID: 122194815

Max Phase: Preclinical

Molecular Formula: C28H26N2O10S2

Molecular Weight: 614.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(=O)O)c2cc(N(CC(=O)O)S(=O)(=O)c3ccc(OC)cc3)c3ccccc3c2)cc1

Standard InChI:  InChI=1S/C28H26N2O10S2/c1-39-21-7-11-23(12-8-21)41(35,36)29(17-27(31)32)20-15-19-5-3-4-6-25(19)26(16-20)30(18-28(33)34)42(37,38)24-13-9-22(40-2)10-14-24/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)

Standard InChI Key:  OQMJORHQBCCIMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.3982   -3.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4353   -3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
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 11 12  1  0
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 16 17  1  0
 17  5  1  0
  5 18  1  0
 18 19  2  0
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 22 23  2  0
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 21 24  1  0
 24 25  1  0
 17 26  1  0
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 27 29  2  0
 14 30  1  0
 30  2  1  0
  2 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 30 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 34 41  1  0
 41 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3632887

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 614.65

Molecular Weight (Monoisotopic): 614.1029

AlogP: 3.42

#Rotatable Bonds: 12

Polar Surface Area: 167.82

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.48

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: -3.95

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -0.77

References

1. Jain AD, Potteti H, Richardson BG, Kingsley L, Luciano JP, Ryuzoji AF, Lee H, Krunic A, Mesecar AD, Reddy SP, Moore TW..  (2015)  Probing the structural requirements of non-electrophilic naphthalene-based Nrf2 activators.,  103  [PMID:26363505] [10.1016/j.ejmech.2015.08.049]

Source

Source(1):

• Scientific Literature