2-(2-(2,5-dimethoxybenzylidene)hydrazineyl)-4-(4-(methylsulfonyl)phenyl)thiazole

ID: ALA4761194

PubChem CID: 162659028

Max Phase: Preclinical

Molecular Formula: C19H19N3O4S2

Molecular Weight: 417.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c(/C=N/Nc2nc(-c3ccc(S(C)(=O)=O)cc3)cs2)c1

Standard InChI:  InChI=1S/C19H19N3O4S2/c1-25-15-6-9-18(26-2)14(10-15)11-20-22-19-21-17(12-27-19)13-4-7-16(8-5-13)28(3,23)24/h4-12H,1-3H3,(H,21,22)/b20-11+

Standard InChI Key:  LRNJNXWJQXEBKI-RGVLZGJSSA-N

Molfile:  

 
     RDKit          2D

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    8.1678  -20.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9573  -20.9870    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.7488  -20.7730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945  -17.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934  -18.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0014  -18.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7111  -18.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083  -17.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9996  -16.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012  -19.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088  -19.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7086  -20.6514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162  -21.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044  -21.8692    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037  -22.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125  -21.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1658  -20.7243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5229  -21.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0027  -21.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8147  -21.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1480  -21.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6632  -20.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8529  -20.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4417  -21.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4194  -18.6063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207  -19.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867  -16.9713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865  -16.1541    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
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 16 18  1  0
 21  2  1  0
  2 24  1  0
  7 25  1  0
 25 26  1  0
  4 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761194

   ---

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: 417.51

Molecular Weight (Monoisotopic): 417.0817

AlogP: 3.68

#Rotatable Bonds: 7

Polar Surface Area: 89.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.06

CX Basic pKa: 4.23

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -1.85

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