7-chloro-4-(4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)piperazin-1-yl)quinoline

ID: ALA4795316

PubChem CID: 162673603

Max Phase: Preclinical

Molecular Formula: C19H21ClN6O2

Molecular Weight: 400.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCN1CCN(c2ccnc3cc(Cl)ccc23)CC1

Standard InChI:  InChI=1S/C19H21ClN6O2/c1-14-22-13-19(26(27)28)25(14)11-8-23-6-9-24(10-7-23)18-4-5-21-17-12-15(20)2-3-16(17)18/h2-5,12-13H,6-11H2,1H3

Standard InChI Key:  ASPQQYYQADAUGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    8.6187  -12.0446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3335  -12.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0500  -12.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0472  -11.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6198  -11.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3307  -10.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3287   -9.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6165   -9.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9050   -9.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9106  -10.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879   -9.5859    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7597  -10.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4743  -11.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1847  -10.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1851   -9.9714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4688   -9.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7522   -9.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8992   -9.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6141   -9.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3282   -9.5568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0807   -9.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6322   -9.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2189   -8.5606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4121   -8.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7978   -8.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2567  -10.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0419  -10.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6449  -11.2525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
  4 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
 24 25  1  0
 26 27  2  0
 26 28  1  0
 21 26  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4795316

   ---

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: 400.87

Molecular Weight (Monoisotopic): 400.1415

AlogP: 3.12

#Rotatable Bonds: 5

Polar Surface Area: 80.33

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.63

CX LogP: 2.75

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -1.81

References

1. Riches A,Hart CJS,Trenholme KR,Skinner-Adams TS.  (2020)  Anti-Giardia Drug Discovery: Current Status and Gut Feelings.,  63  (22.0): [PMID:32869995] [10.1021/acs.jmedchem.0c00910]

2. 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