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

ID: ALA549801

PubChem CID: 44225001

Max Phase: Preclinical

Molecular Formula: C23H21N3OS

Molecular Weight: 387.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=S)N1N=C(c2ccccc2)CC1c1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C23H21N3OS/c24-23(28)26-22(15-21(25-26)18-9-5-2-6-10-18)19-11-13-20(14-12-19)27-16-17-7-3-1-4-8-17/h1-14,22H,15-16H2,(H2,24,28)

Standard InChI Key:  ONMCDASJZZFFJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.5203    0.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1941   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1941   -1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -1.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2348   -1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -2.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1941   -2.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1941   -3.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9086   -4.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9086   -4.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1941   -5.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -4.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -4.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1941   -6.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733   -6.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184   -7.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066   -7.4255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8616   -6.6409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033   -8.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238   -8.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -8.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731   -9.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527   -9.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -8.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462   -6.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8177   -5.5790    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -6.9380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA549801

   5-Phenyl-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: 387.51

Molecular Weight (Monoisotopic): 387.1405

AlogP: 4.66

#Rotatable Bonds: 5

Polar Surface Area: 50.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.58

CX Basic pKa: 1.66

CX LogP: 5.02

CX LogD: 5.02

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: -1.07

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