4-[5-(4-Bromobenzylidene)amino-4-cyano-1H-pyrazol-1-yl]benzene-sulfonamide

ID: ALA4567195

PubChem CID: 155544780

Max Phase: Preclinical

Molecular Formula: C17H12BrN5O2S

Molecular Weight: 430.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cnn(-c2ccc(S(N)(=O)=O)cc2)c1/N=C/c1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H12BrN5O2S/c18-14-3-1-12(2-4-14)10-21-17-13(9-19)11-22-23(17)15-5-7-16(8-6-15)26(20,24)25/h1-8,10-11H,(H2,20,24,25)/b21-10+

Standard InChI Key:  FJVLAYQCSAEMHG-UFFVCSGVSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.1272  -20.9828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100  -20.9828    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7186  -21.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6070  -18.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058  -19.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3139  -20.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236  -19.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0207  -18.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121  -18.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097  -17.7138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635  -17.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086  -16.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914  -16.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6413  -17.2345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1870  -15.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6654  -15.1290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679  -17.6356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749  -17.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0833  -17.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059  -21.3939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821  -18.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7897  -18.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4977  -18.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4937  -17.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7856  -17.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2066  -18.8538    0.0000 Br  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
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 12 15  1  0
 15 16  3  0
 11 17  1  0
 17 18  2  0
 18 19  1  0
  6  2  1  0
  2 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567195

   ---

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: 430.29

Molecular Weight (Monoisotopic): 428.9895

AlogP: 2.90

#Rotatable Bonds: 4

Polar Surface Area: 114.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.55

CX Basic pKa: 0.26

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.97

References

1. Hassan GS, Abdel Rahman DE, Abdelmajeed EA, Refaey RH, Alaraby Salem M, Nissan YM..  (2019)  New pyrazole derivatives: Synthesis, anti-inflammatory activity, cycloxygenase inhibition assay and evaluation of mPGES.,  171  [PMID:30928706] [10.1016/j.ejmech.2019.03.052]

Source

Source(1):

• Scientific Literature