1-(4-Acrylamidobenzyl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylic acid

ID: ALA4460820

PubChem CID: 141741217

Max Phase: Preclinical

Molecular Formula: C26H21N3O4

Molecular Weight: 439.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H21N3O4/c1-2-25(30)27-20-12-8-18(9-13-20)17-29-24(26(31)32)16-23(28-29)19-10-14-22(15-11-19)33-21-6-4-3-5-7-21/h2-16H,1,17H2,(H,27,30)(H,31,32)

Standard InChI Key:  AUEIDBMFYZDVQR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.5842   -7.1480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2407   -6.6611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9782   -5.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1620   -5.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5902   -7.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3022   -8.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4493   -5.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2641   -5.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7352   -4.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3926   -3.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1069   -4.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8629   -3.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6768   -3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0166   -4.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.3009   -3.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9531   -2.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1429   -6.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5297   -6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3095   -9.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0207   -9.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7227   -9.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7091   -8.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9974   -7.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4364   -9.5577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4484  -10.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1621  -10.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7468  -10.7938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1742  -11.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9817   -7.7378    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
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 15 16  2  0
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 18 19  1  0
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  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
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  2  0
 21 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460820

   ---

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: 439.47

Molecular Weight (Monoisotopic): 439.1532

AlogP: 5.21

#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: 5.23

CX LogD: 1.79

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.14

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