1-(4'-(Dimethylamino)-[1,1'-biphenyl]-3-yl)-4-(2-(2-ethoxyphenyl)hydrazono)-3-methyl-1H-pyrazol-5(4H)-one

ID: ALA3417408

PubChem CID: 136934829

Max Phase: Preclinical

Molecular Formula: C26H27N5O2

Molecular Weight: 441.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1N/N=C1\C(=O)N(c2cccc(-c3ccc(N(C)C)cc3)c2)N=C1C

Standard InChI:  InChI=1S/C26H27N5O2/c1-5-33-24-12-7-6-11-23(24)27-28-25-18(2)29-31(26(25)32)22-10-8-9-20(17-22)19-13-15-21(16-14-19)30(3)4/h6-17,27H,5H2,1-4H3/b28-25-

Standard InChI Key:  IFFIOZVIEUYJHY-FVDSYPCUSA-N

Molfile:  

     RDKit          2D

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   -2.0570    7.5366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4704   13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8194    8.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    1.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3914   10.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2432   15.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    7.5366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6596    5.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3251    8.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395    1.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935    6.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   11.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   11.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427   15.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    5.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285   14.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6073    9.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594   16.6257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6589   16.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8325   17.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 22 11  1  0
 13 18  1  0
 13  5  1  0
 28 14  1  0
 10  2  2  0
 26 10  1  0
 25 24  2  0
 23 15  2  0
  4 13  2  0
  8 21  1  0
 22 27  2  0
  3 30  2  0
 20  3  1  0
  5  8  1  0
 29 26  2  0
 24  7  1  0
 20 11  1  0
 14  9  2  0
  2 19  1  0
 12 18  1  0
 17 16  1  0
 19  6  2  0
 18 28  2  0
  1 17  2  0
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 17 23  1  0
  9  4  1  0
  7 20  2  0
 15 12  1  0
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  6 29  1  0
 11  1  1  0
 23 22  1  0
 26 31  1  0
 31 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3417408

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 441.54

Molecular Weight (Monoisotopic): 441.2165

AlogP: 5.01

#Rotatable Bonds: 7

Polar Surface Area: 69.53

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.50

CX Basic pKa: 4.69

CX LogP: 5.61

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -1.56

References

1. Stornaiuolo M, La Regina G, Passacantilli S, Grassia G, Coluccia A, La Pietra V, Giustiniano M, Cassese H, Di Maro S, Brancaccio D, Taliani S, Ialenti A, Silvestri R, Martini C, Novellino E, Marinelli L..  (2015)  Structure-based lead optimization and biological evaluation of BAX direct activators as novel potential anticancer agents.,  58  (5): [PMID:25668341] [10.1021/jm501123r]

Source

Source(1):

• Scientific Literature