1-(4-(2-Chloroacetamido)benzyl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylic acid

ID: ALA4544825

PubChem CID: 141741216

Max Phase: Preclinical

Molecular Formula: C25H20ClN3O4

Molecular Weight: 461.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCl)Nc1ccc(Cn2nc(-c3ccc(Oc4ccccc4)cc3)cc2C(=O)O)cc1

Standard InChI:  InChI=1S/C25H20ClN3O4/c26-15-24(30)27-19-10-6-17(7-11-19)16-29-23(25(31)32)14-22(28-29)18-8-12-21(13-9-18)33-20-4-2-1-3-5-20/h1-14H,15-16H2,(H,27,30)(H,31,32)

Standard InChI Key:  KYGDDCXDIVVVAW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.4639   -5.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1308   -6.2358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7872   -5.7489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5248   -4.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7085   -4.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1368   -7.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8488   -7.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9959   -4.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8107   -4.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2817   -3.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9392   -2.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.6535   -3.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4095   -2.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2234   -2.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5631   -3.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3763   -3.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8474   -2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.6895   -6.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0762   -5.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8561   -8.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5673   -8.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2693   -8.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2556   -7.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5439   -7.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9829   -8.6456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9950   -9.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7087   -9.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2934   -9.8817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7207  -10.6779    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.5283   -6.8257    0.0000 O   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
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  4  8  1  0
 11 14  1  0
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 15 16  2  0
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 18 19  1  0
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  1 21  1  0
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  7 23  2  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  7  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 21 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4544825

   ---

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: 461.91

Molecular Weight (Monoisotopic): 461.1142

AlogP: 5.27

#Rotatable Bonds: 8

Polar Surface Area: 93.45

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.25

CX Basic pKa: 0.72

CX LogP: 5.01

CX LogD: 1.58

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.41

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