2-Chloro-N-(3-((5-(hydroxymethyl)-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)methyl)phenyl)acetamide

ID: ALA4449173

PubChem CID: 141741244

Max Phase: Preclinical

Molecular Formula: C25H22ClN3O3

Molecular Weight: 447.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCl)Nc1cccc(Cn2nc(-c3ccc(Oc4ccccc4)cc3)cc2CO)c1

Standard InChI:  InChI=1S/C25H22ClN3O3/c26-15-25(31)27-20-6-4-5-18(13-20)16-29-21(17-30)14-24(28-29)19-9-11-23(12-10-19)32-22-7-2-1-3-8-22/h1-14,30H,15-17H2,(H,27,31)

Standard InChI Key:  YMPYAYRZCIRFCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.9120  -15.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5790  -16.1990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2354  -15.7121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9729  -14.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1567  -14.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5849  -17.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2969  -17.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4440  -14.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2588  -14.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7299  -13.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3873  -12.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5691  -12.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1016  -13.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8577  -12.2665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6716  -12.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0113  -13.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8244  -13.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2956  -12.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9479  -11.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1358  -11.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1376  -15.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5244  -15.4476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3043  -18.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0154  -18.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7174  -18.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7038  -17.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9921  -16.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0260  -19.4452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3236  -19.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3342  -20.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6107  -19.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6319  -21.0978    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  1  0
  6  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  4  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
 21 22  1  0
  7 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  7  1  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4449173

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 447.92

Molecular Weight (Monoisotopic): 447.1350

AlogP: 5.06

#Rotatable Bonds: 8

Polar Surface Area: 76.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.36

CX Basic pKa: 1.86

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -1.40

References

1. Ran F, Liu Y, Zhang D, Liu M, Zhao G..  (2019)  Discovery of novel pyrazole derivatives as potential anticancer agents in MCL.,  29  (9): [PMID:30857748] [10.1016/j.bmcl.2019.03.005]

Source

Source(1):

• Scientific Literature