(E)-2,4-dimethoxy-N-(4-(phenyldiazenyl)phenyl)benzenesulfonamide

ID: ALA4870604

Cas Number: 902697-75-0

PubChem CID: 22774849

Max Phase: Preclinical

Molecular Formula: C20H19N3O4S

Molecular Weight: 397.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2ccc(/N=N/c3ccccc3)cc2)c(OC)c1

Standard InChI:  InChI=1S/C20H19N3O4S/c1-26-18-12-13-20(19(14-18)27-2)28(24,25)23-17-10-8-16(9-11-17)22-21-15-6-4-3-5-7-15/h3-14,23H,1-2H3/b22-21+

Standard InChI Key:  NGJUJTABKNSJKU-QURGRASLSA-N

Molfile:  

 
     RDKit          2D

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   33.7896   -9.8641    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.1980   -9.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2080   -9.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2068   -9.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9149  -10.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6245   -9.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6217   -9.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9131   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3279   -8.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0371   -9.0379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7433   -8.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4509   -9.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1566   -8.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1540   -7.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4398   -7.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7370   -7.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4988  -10.2744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0834  -10.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3766   -9.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6708  -10.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6717  -11.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3842  -11.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0870  -11.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3766   -9.0469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6689   -8.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9652  -11.5004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2563  -11.0938    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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  5 18  1  0
 18  2  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
 25 26  1  0
 22 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870604

   Benzenesulfonamide, 2,4-dimethoxy-N-[4-(2-phenyldiazenyl)phenyl]-

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: 397.46

Molecular Weight (Monoisotopic): 397.1096

AlogP: 4.92

#Rotatable Bonds: 7

Polar Surface Area: 89.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.20

CX Basic pKa: 0.80

CX LogP: 4.55

CX LogD: 4.21

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.28

References

1. Giampietro L, Gallorini M, Gambacorta N, Ammazzalorso A, De Filippis B, Della Valle A, Fantacuzzi M, Maccallini C, Mollica A, Cataldi A, Nicolotti O, Amoroso R..  (2021)  Synthesis, structure-activity relationships and molecular docking studies of phenyldiazenyl sulfonamides as aromatase inhibitors.,  224  [PMID:34365129] [10.1016/j.ejmech.2021.113737]

Source

Source(1):

• Scientific Literature