1-Acetyl-5-(4-(benzyloxy)phenyl)-3-(4-bromophenyl)-4,5-dihydro-(1H)-pyrazole

ID: ALA562206

PubChem CID: 44224765

Max Phase: Preclinical

Molecular Formula: C24H21BrN2O2

Molecular Weight: 449.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1N=C(c2ccc(Br)cc2)CC1c1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C24H21BrN2O2/c1-17(28)27-24(15-23(26-27)19-7-11-21(25)12-8-19)20-9-13-22(14-10-20)29-16-18-5-3-2-4-6-18/h2-14,24H,15-16H2,1H3

Standard InChI Key:  UGDZGCTWWFCKFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    6.1318    5.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173    5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7028    5.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7028    4.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173    4.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318    4.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173    3.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318    2.9141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318    2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8462    1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8462    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318    0.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173    1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318   -0.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7992   -0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5443   -1.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7193   -1.6554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4643   -0.8708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0292   -2.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8497   -2.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3346   -2.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9990   -3.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1786   -3.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6936   -3.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797   -0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5082    0.1911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0666   -1.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4840   -4.3252    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:

   

   ALA562206

   1-[5-(4-Bromophenyl)-3-(4-phenylmethoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone

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: 449.35

Molecular Weight (Monoisotopic): 448.0786

AlogP: 5.73

#Rotatable Bonds: 5

Polar Surface Area: 41.90

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.68

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.11

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