SID26755394

ID: ALA3392606

Cas Number: 56799-97-4

PubChem CID: 899644

Max Phase: Preclinical

Molecular Formula: C17H15NO3S

Molecular Weight: 313.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2cccc3ccccc23)cc1

Standard InChI:  InChI=1S/C17H15NO3S/c1-21-14-9-11-15(12-10-14)22(19,20)18-17-8-4-6-13-5-2-3-7-16(13)17/h2-12,18H,1H3

Standard InChI Key:  KBIAXNFZLJUXNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  1  0  0  0  0  0999 V2000
    2.2246    1.5929    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9390    1.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    2.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5745   -1.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    2.3074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621    2.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    0.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746    1.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870    0.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621    3.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1121    2.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870   -0.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1121    3.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    1.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5745    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120   -0.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746    4.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    4.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505   -1.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  5  1  0
  1  7  1  0
  4 15  1  0
  4 22  1  0
  5  6  1  0
  6  8  1  0
  6 10  2  0
  7 11  2  0
  7 12  1  0
  8  9  1  0
  8 13  2  0
  9 14  1  0
  9 16  2  0
 10 17  1  0
 11 18  1  0
 12 19  2  0
 13 20  1  0
 14 17  2  0
 15 18  2  0
 15 19  1  0
 16 21  1  0
 20 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392606

   4-methoxy-N-(1-naphthyl)benzenesulfonamide

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: 313.38

Molecular Weight (Monoisotopic): 313.0773

AlogP: 3.65

#Rotatable Bonds: 4

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.79

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.28

References

1. PubChem BioAssay data set, 

2. 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(2):

• Scientific Literature
• PubChem BioAssays