4-((2-(4-(4-(methylsulfonyl)phenyl)thiazol-2-yl)hydrazineylidene)methyl)benzene-1,3-diol

ID: ALA4745350

PubChem CID: 162649094

Max Phase: Preclinical

Molecular Formula: C17H15N3O4S2

Molecular Weight: 389.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(-c2csc(N/N=C/c3ccc(O)cc3O)n2)cc1

Standard InChI:  InChI=1S/C17H15N3O4S2/c1-26(23,24)14-6-3-11(4-7-14)15-10-25-17(19-15)20-18-9-12-2-5-13(21)8-16(12)22/h2-10,21-22H,1H3,(H,19,20)/b18-9+

Standard InChI Key:  RSPDRFFXLZHOHV-GIJQJNRQSA-N

Molfile:  

 
     RDKit          2D

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   39.0477   -4.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8372   -5.2663    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.6287   -5.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1745   -1.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1733   -2.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8814   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5910   -2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5882   -1.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8796   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8812   -3.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5888   -4.1136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5886   -4.9308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2962   -5.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3843   -6.1486    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.1836   -6.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5924   -5.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0457   -5.0037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4029   -5.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8827   -6.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6947   -6.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0279   -5.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5431   -4.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7328   -4.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3216   -5.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2994   -2.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8771   -0.4337    0.0000 O   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
  6 10  1  0
 10 11  2  0
 11 12  1  0
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 14 15  1  0
 15 16  2  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
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 16 18  1  0
 21  2  1  0
  2 24  1  0
  7 25  1  0
  9 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745350

   ---

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: 389.46

Molecular Weight (Monoisotopic): 389.0504

AlogP: 3.07

#Rotatable Bonds: 5

Polar Surface Area: 111.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.62

CX Basic pKa: 4.30

CX LogP: 3.41

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -1.54

References

1. Sağlık BN,Osmaniye D,Levent S,Çevik UA,Çavuşoğlu BK,Özkay Y,Kaplancıklı ZA.  (2021)  Design, synthesis and biological assessment of new selective COX-2 inhibitors including methyl sulfonyl moiety.,  209  [PMID:33071054] [10.1016/j.ejmech.2020.112918]

Source

Source(1):

• Scientific Literature