2-(5-(4-(Benzyloxy)phenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one

ID: ALA550476

PubChem CID: 44225241

Max Phase: Preclinical

Molecular Formula: C26H23N3O2S

Molecular Weight: 441.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2=NN(C3=NC(=O)CS3)C(c3ccc(OCc4ccccc4)cc3)C2)cc1

Standard InChI:  InChI=1S/C26H23N3O2S/c1-18-7-9-20(10-8-18)23-15-24(29(28-23)26-27-25(30)17-32-26)21-11-13-22(14-12-21)31-16-19-5-3-2-4-6-19/h2-14,24H,15-17H2,1H3

Standard InChI Key:  QOCJGFVGVAIJLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7069  -11.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938  -11.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653  -12.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499  -12.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4477  -12.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607  -12.0654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454  -12.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585  -11.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431  -12.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5341  -13.0852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8667  -12.6003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7641  -14.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5846  -14.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0695  -15.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7339  -15.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9135  -15.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4285  -15.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8667  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1992  -11.2903    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4542  -10.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2792  -10.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5341  -11.2903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7641   -9.8383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2189  -16.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  7  8  1  0
  8  9  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
 12 15  1  0
  4  5  1  0
  9 10  2  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
  5  6  2  0
 23 24  1  0
 11 12  2  0
 24 25  2  0
 25 20  1  0
 17 20  1  0
  6  1  1  0
 19 26  1  0
 26 27  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
 15 16  1  0
 29 31  2  0
  5  7  1  0
 23 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA550476

   2-[5-(4-Methylphenyl)-3-(4-phenylmethoxyphenyl)-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 441.56

Molecular Weight (Monoisotopic): 441.1511

AlogP: 5.35

#Rotatable Bonds: 5

Polar Surface Area: 54.26

Molecular Species: ACID

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.71

CX Basic pKa: 1.91

CX LogP: 5.29

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: -1.17

References

1. el-Sabbagh OI, Baraka MM, Ibrahim SM, Pannecouque C, Andrei G, Snoeck R, Balzarini J, Rashad AA..  (2009)  Synthesis and antiviral activity of new pyrazole and thiazole derivatives.,  44  (9): [PMID:19419804] [10.1016/j.ejmech.2009.03.038]

Source

Source(1):

• Scientific Literature