3-(Biphenyl-2-yl)-5-(2-methoxyphenyl)-1H-pyrazole

ID: ALA1096825

PubChem CID: 46888112

Max Phase: Preclinical

Molecular Formula: C22H18N2O

Molecular Weight: 326.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc(-c2ccccc2-c2ccccc2)n[nH]1

Standard InChI:  InChI=1S/C22H18N2O/c1-25-22-14-8-7-13-19(22)21-15-20(23-24-21)18-12-6-5-11-17(18)16-9-3-2-4-10-16/h2-15H,1H3,(H,23,24)

Standard InChI Key:  OUTDBDVQNGUBDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -4.2554   -1.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533   -0.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375   -0.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237   -0.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -1.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.6805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0496    0.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7750   -0.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287   -0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -0.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -0.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4865    0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3126    0.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -0.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600   -0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4350   -0.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2686   -2.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8837   -2.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -2.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -2.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342    0.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471    1.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
  9 12  1  0
  4 11  1  0
  1  2  1  0
 18 19  2  0
  2  3  2  0
 19 20  1  0
  3  4  1  0
 20 21  2  0
  4  5  2  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 17 18  1  0
  1  6  2  0
  7  8  1  0
 24 25  1  0
  3 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096825

   3-(2-methoxyphenyl)-5-(2-phenylphenyl)-1H-pyrazole

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: 326.40

Molecular Weight (Monoisotopic): 326.1419

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 37.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.46

CX Basic pKa: 2.26

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -0.70

References

1. Shaw AY, Liau HH, Lu PJ, Yang CN, Lee CH, Chen JY, Xu Z, Flynn G..  (2010)  3,5-Diaryl-1H-pyrazole as a molecular scaffold for the synthesis of apoptosis-inducing agents.,  18  (9): [PMID:20381360] [10.1016/j.bmc.2010.03.016]

Source

Source(1):

• Scientific Literature