5-hydroxy-3-(4-hydroxyphenyl)-7-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)-4H-chromen-4-one

ID: ALA4849794

PubChem CID: 164617260

Max Phase: Preclinical

Molecular Formula: C21H17N3O7

Molecular Weight: 423.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOc1cc(O)c2c(=O)c(-c3ccc(O)cc3)coc2c1

Standard InChI:  InChI=1S/C21H17N3O7/c1-12-22-10-19(24(28)29)23(12)6-7-30-15-8-17(26)20-18(9-15)31-11-16(21(20)27)13-2-4-14(25)5-3-13/h2-5,8-11,25-26H,6-7H2,1H3

Standard InChI Key:  AUJNRDIENSNVAN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.9470  -10.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6618  -10.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6600   -9.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754   -9.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4038  -10.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0871  -10.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8057  -10.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8070   -9.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0895   -9.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0849  -11.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6635  -11.5880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5189  -10.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5152  -11.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2277  -12.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9443  -11.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9439  -10.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2309  -10.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6581  -12.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2337   -9.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5193   -9.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8048   -9.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0904   -9.5235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3397   -9.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7878   -9.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2005  -10.5179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0073  -10.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6216  -10.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1676   -8.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7789   -7.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812   -8.1264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  3 12  1  0
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  8 13  1  0
 16 19  1  0
  1 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
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 26 27  2  0
 27 23  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 29 31  2  0
M  CHG  2  29   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4849794

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.38

Molecular Weight (Monoisotopic): 423.1066

AlogP: 3.36

#Rotatable Bonds: 6

Polar Surface Area: 140.86

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.32

CX Basic pKa: 3.03

CX LogP: 3.28

CX LogD: 2.94

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -0.15

References

1. Patel OPS, Jesumoroti OJ, Legoabe LJ, Beteck RM..  (2021)  Metronidazole-conjugates: A comprehensive review of recent developments towards synthesis and medicinal perspective.,  210  [PMID:33234343] [10.1016/j.ejmech.2020.112994]

2. Ghobadi E, Ghanbarimasir Z, Emami S..  (2021)  A review on the structures and biological activities of anti-Helicobacter pylori agents.,  223  [PMID:34218084] [10.1016/j.ejmech.2021.113669]

Source

Source(1):

• Scientific Literature