1-(2,3-dihydroxy-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)phenyl)-2-(4-nitrophenyl)ethanone

ID: ALA4878602

PubChem CID: 91287364

Max Phase: Preclinical

Molecular Formula: C20H18N4O8

Molecular Weight: 442.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOc1ccc(C(=O)Cc2ccc([N+](=O)[O-])cc2)c(O)c1O

Standard InChI:  InChI=1S/C20H18N4O8/c1-12-21-11-18(24(30)31)22(12)8-9-32-17-7-6-15(19(26)20(17)27)16(25)10-13-2-4-14(5-3-13)23(28)29/h2-7,11,26-27H,8-10H2,1H3

Standard InChI Key:  WLLLBJRLBCRJHN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.2388   -7.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9537   -8.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9519   -6.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5255   -6.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8111   -6.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0966   -6.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3821   -6.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.8064   -8.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5207   -9.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2355   -8.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2317   -8.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5168   -7.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4593   -5.7354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0703   -5.1809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6728   -5.4790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9511   -9.3426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9552  -10.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6662   -8.9273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 11 27  1  0
  6 16  1  0
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  4 20  1  0
  5 21  1  0
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 25 26  2  0
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 24 30  1  0
 27 28  1  0
 27 29  2  0
 30 31  1  0
 30 32  2  0
M  CHG  4  27   1  28  -1  30   1  31  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4878602

   1-[2,3-Dihydroxy-4-[2-(2-methyl-5-nitroimidazol-1-yl)ethoxy]phenyl]-2-(4-nitrophenyl)ethanone

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: 442.38

Molecular Weight (Monoisotopic): 442.1125

AlogP: 2.92

#Rotatable Bonds: 9

Polar Surface Area: 170.86

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.15

CX Basic pKa: 3.03

CX LogP: 3.25

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: -0.85

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]

Source

Source(1):

• Scientific Literature