(E)-5-chloro-N-(4-(phenyldiazenyl)phenyl)thiophene-2-sulfonamide

ID: ALA4872353

Cas Number: 902697-61-4

PubChem CID: 22774855

Max Phase: Preclinical

Molecular Formula: C16H12ClN3O2S2

Molecular Weight: 377.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc(/N=N/c2ccccc2)cc1)c1ccc(Cl)s1

Standard InChI:  InChI=1S/C16H12ClN3O2S2/c17-15-10-11-16(23-15)24(21,22)20-14-8-6-13(7-9-14)19-18-12-4-2-1-3-5-12/h1-11,20H/b19-18+

Standard InChI Key:  UBEPODMBMWAROR-VHEBQXMUSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   13.8303  -17.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2431  -18.4652    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6515  -17.7529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6614  -17.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6603  -18.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3683  -18.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0780  -18.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0751  -17.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3665  -17.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7813  -17.2331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4906  -17.6391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1967  -17.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9044  -17.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6101  -17.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6074  -16.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8932  -16.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1905  -16.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9522  -18.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5368  -18.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7941  -18.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2488  -19.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6581  -19.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4562  -19.6885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3269  -20.6067    0.0000 Cl  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 19  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872353

   2-Thiophenesulfonamide, 5-chloro-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: 377.88

Molecular Weight (Monoisotopic): 377.0059

AlogP: 5.62

#Rotatable Bonds: 5

Polar Surface Area: 70.89

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.19

CX Basic pKa: 0.79

CX LogP: 5.58

CX LogD: 4.80

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.95

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