(E)-1-(3-(but-2-enamido)benzyl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylic acid

ID: ALA4471450

PubChem CID: 155535117

Max Phase: Preclinical

Molecular Formula: C27H23N3O4

Molecular Weight: 453.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C(=O)Nc1cccc(Cn2nc(-c3ccc(Oc4ccccc4)cc3)cc2C(=O)O)c1

Standard InChI:  InChI=1S/C27H23N3O4/c1-2-7-26(31)28-21-9-6-8-19(16-21)18-30-25(27(32)33)17-24(29-30)20-12-14-23(15-13-20)34-22-10-4-3-5-11-22/h2-17H,18H2,1H3,(H,28,31)(H,32,33)/b7-2+

Standard InChI Key:  AOTWJBIODJNGHF-FARCUNLSSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   14.6709  -16.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3378  -17.3257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9943  -16.8388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7318  -16.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9156  -16.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3438  -18.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0558  -18.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2029  -15.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0177  -15.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4887  -14.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1462  -14.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3279  -13.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8605  -14.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6165  -13.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4304  -13.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7702  -14.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5833  -14.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0545  -13.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7067  -12.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8946  -12.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8965  -17.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2833  -16.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0631  -19.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7743  -19.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4763  -19.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4627  -18.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7510  -18.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7849  -20.5719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0825  -20.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0931  -21.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3696  -20.5903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3907  -22.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4013  -23.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7353  -17.9156    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
 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  2  0
 32 33  1  0
 21 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4471450

   ---

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: 453.50

Molecular Weight (Monoisotopic): 453.1689

AlogP: 5.60

#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: 5.62

CX LogD: 2.18

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -1.20

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