2-(4-(1-(4-cyanophenyl)-3-methyl-4-nitro-1H-pyrazol-5-yloxy)phenyl)-1H-benzo[d]imidazole-5-carboxamide

ID: ALA4062848

PubChem CID: 137635721

Max Phase: Preclinical

Molecular Formula: C25H17N7O4

Molecular Weight: 479.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H17N7O4/c1-14-22(32(34)35)25(31(30-14)18-7-2-15(13-26)3-8-18)36-19-9-4-16(5-10-19)24-28-20-11-6-17(23(27)33)12-21(20)29-24/h2-12H,1H3,(H2,27,33)(H,28,29)

Standard InChI Key:  FSRCTQYWPKHECC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.0312  -16.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7393  -16.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7375  -14.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4461  -15.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4509  -16.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2309  -16.4704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7083  -15.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1573  -15.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.9251  -15.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9745  -15.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0433  -16.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8421  -16.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0864  -16.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5333  -15.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2353  -14.1619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6928  -14.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9772  -13.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5511  -12.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3246  -14.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3244  -14.1813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6170  -15.4072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3966  -17.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9496  -17.9856    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
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  8 10  1  0
 13 16  1  0
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 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
  1 32  1  0
 32 33  2  0
 32 34  1  0
 35 36  3  0
 25 35  1  0
M  CHG  2  28   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4062848

   ---

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: 479.46

Molecular Weight (Monoisotopic): 479.1342

AlogP: 4.40

#Rotatable Bonds: 6

Polar Surface Area: 165.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.07

CX Basic pKa: 4.39

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: -1.73

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