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

ID: ALA557672

PubChem CID: 44224769

Max Phase: Preclinical

Molecular Formula: C25H20ClN3O2S

Molecular Weight: 461.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CSC(N2N=C(c3ccc(Cl)cc3)CC2c2ccc(OCc3ccccc3)cc2)=N1

Standard InChI:  InChI=1S/C25H20ClN3O2S/c26-20-10-6-18(7-11-20)22-14-23(29(28-22)25-27-24(30)16-32-25)19-8-12-21(13-9-19)31-15-17-4-2-1-3-5-17/h1-13,23H,14-16H2

Standard InChI Key:  CDKRASNBFWXPQB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -5.2768  -12.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1052  -13.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3098  -12.7351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5252  -12.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9121  -12.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3936  -15.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140  -15.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990  -15.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3634  -16.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429  -16.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580  -15.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4961  -12.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287  -11.9600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836  -11.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086  -11.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1636  -11.9600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3936  -10.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483  -17.2092    0.0000 Cl  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
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 10 11  1  0
 22 23  2  0
  5  6  2  0
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  6  1  1  0
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  1  2  2  0
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 15 16  1  0
 29 31  2  0
  5  7  1  0
 23 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA557672

   2-[5-(4-Chlorophenyl)-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: 461.97

Molecular Weight (Monoisotopic): 461.0965

AlogP: 5.70

#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: 4.73

CX Basic pKa: 1.39

CX LogP: 5.38

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.26

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