1-(4-(8-(1-Cyclohexyl-1H-benzo[d]imidazole-6-yl)imidazo[1,2-a]pyrazin-6-yl)phenyl)ethan-1-one

ID: ALA5268843

Max Phase: Preclinical

Molecular Formula: C27H25N5O

Molecular Weight: 435.53

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(-c2cn3ccnc3c(-c3ccc4ncn(C5CCCCC5)c4c3)n2)cc1

Standard InChI:  InChI=1S/C27H25N5O/c1-18(33)19-7-9-20(10-8-19)24-16-31-14-13-28-27(31)26(30-24)21-11-12-23-25(15-21)32(17-29-23)22-5-3-2-4-6-22/h7-17,22H,2-6H2,1H3

Standard InChI Key:  IVGGQEXGBHONKB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 38  0  0  0  0  0  0  0  0999 V2000
   40.0286  -23.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0274  -24.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7355  -24.6876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4451  -24.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7337  -23.0503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4395  -23.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0459  -22.9135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7149  -22.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9039  -22.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1541  -24.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1554  -25.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5657  -24.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8569  -24.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5710  -25.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8675  -25.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0421  -26.7031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8537  -26.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1804  -26.0360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5037  -27.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7028  -27.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1608  -27.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4144  -28.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2153  -28.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7627  -28.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3213  -24.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6136  -24.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9061  -24.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9050  -25.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6173  -25.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3220  -25.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1975  -25.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4896  -25.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1979  -26.7277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
 13 10  1  0
  4 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 16 19  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  2 25  1  0
 28 31  1  0
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5268843

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.53

Molecular Weight (Monoisotopic): 435.2059

AlogP: 6.12

#Rotatable Bonds: 4

Polar Surface Area: 65.08

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.03

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.14

References

1. Singh I, Luxami V, Paul K..  (2019)  Effective synthesis of benzimidazoles-imidazo[1,2-a]pyrazine conjugates: A comparative study of mono-and bis-benzimidazoles for antitumor activity.,  180  [PMID:31344614] [10.1016/j.ejmech.2019.07.042]

Source

Source(1):

• Scientific Literature