4-(3-methyl-4-nitro-5-(4-(5-nitro-1H-benzo[d]imidazol-2-yl)phenoxy)-1H-pyrazol-1-yl)benzonitrile

ID: ALA4103039

PubChem CID: 137656879

Max Phase: Preclinical

Molecular Formula: C24H15N7O5

Molecular Weight: 481.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2ccc(C#N)cc2)c(Oc2ccc(-c3nc4cc([N+](=O)[O-])ccc4[nH]3)cc2)c1[N+](=O)[O-]

Standard InChI:  InChI=1S/C24H15N7O5/c1-14-22(31(34)35)24(29(28-14)17-6-2-15(13-25)3-7-17)36-19-9-4-16(5-10-19)23-26-20-11-8-18(30(32)33)12-21(20)27-23/h2-12H,1H3,(H,26,27)

Standard InChI Key:  KZHPBZCJJLNLJP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.8690   -9.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8678  -10.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5759  -11.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5741   -9.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2827   -9.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2875  -10.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0675  -11.0224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5449  -10.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0598   -9.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3601  -10.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7723  -11.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5887  -11.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9939  -10.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5768   -9.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7617   -9.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8111  -10.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2146   -9.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0256   -9.5333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1897   -8.7327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   20.8758   -8.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5778  -10.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3285  -10.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8799  -11.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6787  -11.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9230  -10.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3699   -9.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0719   -8.7140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5295   -9.3252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8138   -7.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3877   -7.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1605   -9.5508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4529   -9.9595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1603   -8.7336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2332  -11.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7862  -12.5376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
 18 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 28 29  2  0
 28 30  1  0
 21 28  1  0
 20 31  1  0
 32 33  2  0
 32 34  1  0
  1 32  1  0
 35 36  3  0
 25 35  1  0
M  CHG  4  28   1  30  -1  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4103039

   ---

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: 481.43

Molecular Weight (Monoisotopic): 481.1135

AlogP: 5.20

#Rotatable Bonds: 6

Polar Surface Area: 165.80

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.90

CX Basic pKa: 3.32

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: -1.69

References

1. Galal SA, Abdelsamie AS, Shouman SA, Attia YM, Ali HI, Tabll A, El-Shenawy R, El Abd YS, Ali MM, Mahmoud AE, Abdel-Halim AH, Fyiad AA, Girgis AS, El-Diwani HI..  (2017)  Part I: Design, synthesis and biological evaluation of novel pyrazole-benzimidazole conjugates as checkpoint kinase 2 (Chk2) inhibitors with studying their activities alone and in combination with genotoxic drugs.,  134  [PMID:28433679] [10.1016/j.ejmech.2017.03.090]

Source

Source(1):

• Scientific Literature