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

ID: ALA556447

PubChem CID: 44225000

Max Phase: Preclinical

Molecular Formula: C24H21ClN2O2

Molecular Weight: 404.90

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H21ClN2O2/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:  UPSWDUIISSYJJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    0.1632    2.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513    2.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658    2.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513    1.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513    0.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632   -0.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632   -0.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -1.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -2.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632   -2.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -2.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -1.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632   -3.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306   -3.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -4.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -4.7177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -3.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -5.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -5.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -5.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304   -6.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -6.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -6.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889   -3.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -2.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9020   -4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154   -7.3874    0.0000 Cl  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:

   

   ALA556447

   1-[5-(4-Chlorophenyl)-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: 404.90

Molecular Weight (Monoisotopic): 404.1292

AlogP: 5.62

#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: 0.73

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -1.20

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