N-(4-(7-methoxyimidazo[1,2-a]pyridin-3-yl)-2-methylphenyl)-5-nitrofuran-2-carboxamide

ID: ALA5287932

Max Phase: Preclinical

Molecular Formula: C20H16N4O5

Molecular Weight: 392.37

Names and Identifiers

Canonical SMILES:  COc1ccn2c(-c3ccc(NC(=O)c4ccc([N+](=O)[O-])o4)c(C)c3)cnc2c1

Standard InChI:  InChI=1S/C20H16N4O5/c1-12-9-13(16-11-21-18-10-14(28-2)7-8-23(16)18)3-4-15(12)22-20(25)17-5-6-19(29-17)24(26)27/h3-11H,1-2H3,(H,22,25)

Standard InChI Key:  OMQKLMVWHFHOEU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0105   -0.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    1.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187    1.8170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312    1.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8416    0.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    0.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885   -0.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7336   -0.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    0.4893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2957    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4164   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8452   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8452    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5596   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458   -1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4523   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -1.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -1.1026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020   -0.3882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020   -1.8170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3128   -0.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5 15  1  0
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  2 18  1  0
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 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 26 27  2  0
 26 28  1  0
 29 25  1  0
 29 22  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5287932

   ---

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: 392.37

Molecular Weight (Monoisotopic): 392.1121

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 111.91

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: 5.66

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -1.84

References

1. Li H, Ouyang S, Zhang Y, Peng K, Fang W, Liu Z, Wang CY, Zhang X, Wang Y..  (2022)  Structural optimization of Imidazo[1, 2-a]pyridine derivatives for the treatment of gastric cancer via STAT3 signaling pathway.,  244  [PMID:36283181] [10.1016/j.ejmech.2022.114858]

Source

Source(1):

• Scientific Literature