8-(1-Cyclohexyl-1H-benzo[d]imidazole-6-yl)-6-(4-methoxyphenyl)imidazo[1,2-a]pyrazine

ID: ALA5288096

Max Phase: Preclinical

Molecular Formula: C26H25N5O

Molecular Weight: 423.52

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cn3ccnc3c(-c3ccc4ncn(C5CCCCC5)c4c3)n2)cc1

Standard InChI:  InChI=1S/C26H25N5O/c1-32-21-10-7-18(8-11-21)23-16-30-14-13-27-26(30)25(29-23)19-9-12-22-24(15-19)31(17-28-22)20-5-3-2-4-6-20/h7-17,20H,2-6H2,1H3

Standard InChI Key:  VGPAWEQJKSLZJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.2764   -1.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2752   -2.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9833   -2.9495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6929   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9815   -1.3122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6873   -1.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2937   -1.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9627   -0.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1517   -0.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4019   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4032   -3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8135   -2.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1047   -2.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8188   -3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1153   -4.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2899   -4.9649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1015   -5.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4282   -4.2979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7515   -5.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506   -5.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4086   -6.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6622   -6.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4631   -6.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0105   -6.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5691   -2.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8614   -2.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1539   -2.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1528   -3.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8651   -4.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5698   -3.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4453   -4.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4457   -4.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 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
M  END

Alternative Forms

1. Parent:

   

   ALA5288096

   ---

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: 423.52

Molecular Weight (Monoisotopic): 423.2059

AlogP: 5.93

#Rotatable Bonds: 4

Polar Surface Area: 57.24

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: 4.76

CX LogD: 4.76

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.11

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