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

ID: ALA5289129

Max Phase: Preclinical

Molecular Formula: C19H13FN4O5

Molecular Weight: 396.33

Names and Identifiers

Canonical SMILES:  COc1ccn2c(-c3ccc(NC(=O)c4ccc([N+](=O)[O-])o4)cc3F)cnc2c1

Standard InChI:  InChI=1S/C19H13FN4O5/c1-28-12-6-7-23-15(10-21-17(23)9-12)13-3-2-11(8-14(13)20)22-19(25)16-4-5-18(29-16)24(26)27/h2-10H,1H3,(H,22,25)

Standard InChI Key:  MKOWCHSGGDDBTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.4870    0.4908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409    1.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    0.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1048    0.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5523   -0.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9041   -0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1184   -0.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271    1.8228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4176   -0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.8278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6542   -1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769   -1.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046   -1.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1184   -0.3893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1184   -1.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3234   -0.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4176    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2966    0.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7305   -0.8315    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 23 25  1  0
 26 22  1  0
 26 19  1  0
 15 27  2  0
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 28 12  2  0
 13 29  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5289129

   ---

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: 396.33

Molecular Weight (Monoisotopic): 396.0870

AlogP: 3.90

#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: 12.27

CX Basic pKa: 5.35

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -1.92

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