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

ID: ALA4063921

PubChem CID: 137634655

Max Phase: Preclinical

Molecular Formula: C25H20N6O4

Molecular Weight: 468.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc2[nH]c(-c3ccc(Oc4c([N+](=O)[O-])c(C)nn4-c4ccccc4)cc3)nc2c1

Standard InChI:  InChI=1S/C25H20N6O4/c1-15-22(31(33)34)25(30(29-15)18-6-4-3-5-7-18)35-19-11-8-16(9-12-19)23-27-20-13-10-17(24(32)26-2)14-21(20)28-23/h3-14H,1-2H3,(H,26,32)(H,27,28)

Standard InChI Key:  HYKIPVYXJHYHMK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   25.0220  -15.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0208  -16.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7289  -16.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7271  -15.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4357  -15.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4405  -16.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2205  -16.5777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6979  -15.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2128  -15.2532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5131  -15.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9252  -16.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7417  -16.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1469  -15.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7297  -15.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9147  -15.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9641  -15.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3675  -15.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1786  -15.0885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3427  -14.2880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6320  -13.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0288  -14.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7308  -15.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4815  -16.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0329  -17.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8317  -16.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0760  -16.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5229  -15.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2249  -14.2692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6824  -14.8804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9668  -13.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5407  -13.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3142  -15.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3140  -14.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6066  -15.5146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8987  -15.1061    0.0000 C   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
  1 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
M  CHG  2  28   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4063921

   ---

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: 468.47

Molecular Weight (Monoisotopic): 468.1546

AlogP: 4.78

#Rotatable Bonds: 6

Polar Surface Area: 127.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.06

CX Basic pKa: 4.38

CX LogP: 4.11

CX LogD: 4.10

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: -1.59

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