Ethyl (E)-1-(4-(but-2-enamido)benzyl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylate

ID: ALA4530707

PubChem CID: 155546248

Max Phase: Preclinical

Molecular Formula: C29H27N3O4

Molecular Weight: 481.55

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H27N3O4/c1-3-8-28(33)30-23-15-11-21(12-16-23)20-32-27(29(34)35-4-2)19-26(31-32)22-13-17-25(18-14-22)36-24-9-6-5-7-10-24/h3,5-19H,4,20H2,1-2H3,(H,30,33)/b8-3+

Standard InChI Key:  AVRLXXIPIJVBHO-FPYGCLRLSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   25.5214   -5.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1883   -5.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8447   -5.4518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5823   -4.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7661   -4.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1943   -6.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9063   -7.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0534   -4.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8682   -4.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3392   -3.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9967   -2.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1784   -2.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7110   -3.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4670   -2.0062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2809   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6206   -2.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4338   -2.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9049   -2.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5572   -1.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7451   -1.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7470   -5.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1338   -5.1873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9136   -7.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6248   -8.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3268   -7.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3131   -7.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6014   -6.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0404   -8.3484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0525   -9.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7662   -9.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3509   -9.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7782  -10.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4919  -10.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5858   -6.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3594   -5.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7461   -4.9081    0.0000 C   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
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  2  0
 32 33  1  0
 21 34  2  0
 22 35  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530707

   ---

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: 481.55

Molecular Weight (Monoisotopic): 481.2002

AlogP: 6.08

#Rotatable Bonds: 9

Polar Surface Area: 82.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.71

CX LogP: 6.32

CX LogD: 6.32

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: -1.21

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