5-(4-(Benzyloxy)phenyl)-3-(4-bromophenyl)-1-thiocarbamoyl-4,5-dihydro-1H-pyrazole

ID: ALA559694

PubChem CID: 44225002

Max Phase: Preclinical

Molecular Formula: C23H20BrN3OS

Molecular Weight: 466.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=S)N1N=C(c2ccc(Br)cc2)CC1c1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C23H20BrN3OS/c24-19-10-6-17(7-11-19)21-14-22(27(26-21)23(25)29)18-8-12-20(13-9-18)28-15-16-4-2-1-3-5-16/h1-13,22H,14-15H2,(H2,25,29)

Standard InChI Key:  DUVAZFUOSBRTIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    6.1651    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -1.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651   -2.4723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651   -3.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8796   -3.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8796   -4.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651   -4.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -4.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -3.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651   -5.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8325   -6.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5776   -7.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7526   -7.0418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4977   -6.2572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0625   -7.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8830   -7.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3679   -8.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0324   -9.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2119   -9.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7270   -8.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131   -6.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5415   -5.1953    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -6.5543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5173   -9.7116    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 14  9  1  0
 15 16  1  0
  5  7  1  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
 12 13  1  0
 26 27  2  0
  1  2  2  0
 26 28  1  0
 13 14  2  0
 23 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA559694

   5-(4-Bromophenyl)-3-(4-phenylmethoxyphenyl)-3,4-dihydropyrazole-2-carbothioamide

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: 466.40

Molecular Weight (Monoisotopic): 465.0510

AlogP: 5.42

#Rotatable Bonds: 5

Polar Surface Area: 50.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: 1.14

CX LogP: 5.79

CX LogD: 5.79

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.16

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