2-Methoxy-5-((2-(4-(4-(methylsulfonyl)phenyl)thiazol-2-yl)hydrazineylidene)methyl)phenol

ID: ALA4763059

PubChem CID: 162659125

Max Phase: Preclinical

Molecular Formula: C18H17N3O4S2

Molecular Weight: 403.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/Nc2nc(-c3ccc(S(C)(=O)=O)cc3)cs2)cc1O

Standard InChI:  InChI=1S/C18H17N3O4S2/c1-25-17-8-3-12(9-16(17)22)10-19-21-18-20-15(11-26-18)13-4-6-14(7-5-13)27(2,23)24/h3-11,22H,1-2H3,(H,20,21)/b19-10+

Standard InChI Key:  WFKVQXPBQFZREB-VXLYETTFSA-N

Molfile:  

 
     RDKit          2D

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   20.6650  -12.7738    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.4565  -12.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0023   -9.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0011   -9.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7092  -10.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4188   -9.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4160   -9.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7074   -8.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7090  -11.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4166  -11.6210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4164  -12.4382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1240  -12.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2122  -13.6560    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0115  -13.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4203  -13.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8735  -12.5111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2307  -13.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7105  -13.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5225  -13.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8557  -12.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3709  -12.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5606  -12.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1495  -13.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1222   -8.7517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7049   -7.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4114   -7.5298    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
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  6 10  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
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 16 18  1  0
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  2 24  1  0
  8 25  1  0
  9 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763059

   ---

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: 403.49

Molecular Weight (Monoisotopic): 403.0660

AlogP: 3.37

#Rotatable Bonds: 6

Polar Surface Area: 100.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 4.73

CX LogP: 3.56

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -1.55

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