1-(4-(4-aminophenylsulfonyl)piperazin-1-yl)-3-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-ol

ID: ALA4874483

PubChem CID: 164627874

Max Phase: Preclinical

Molecular Formula: C17H24N6O5S

Molecular Weight: 424.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CC(O)CN1CCN(S(=O)(=O)c2ccc(N)cc2)CC1

Standard InChI:  InChI=1S/C17H24N6O5S/c1-13-19-10-17(23(25)26)22(13)12-15(24)11-20-6-8-21(9-7-20)29(27,28)16-4-2-14(18)3-5-16/h2-5,10,15,24H,6-9,11-12,18H2,1H3

Standard InChI Key:  MOXZWNSPQVNDMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    8.8581  -10.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4498   -9.5456    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0370  -10.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0247   -5.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6939   -5.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4288   -4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6163   -4.5666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3595   -5.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5712   -5.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4906   -5.6068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6735   -6.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0961   -5.0446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0251   -6.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109   -7.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3114   -7.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5962   -6.6672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5971   -8.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8842   -7.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1721   -8.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1682   -9.1365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8828   -9.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6012   -9.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7393   -9.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7469   -8.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0346   -7.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178   -8.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178   -9.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0307   -9.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -7.8905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  7  8  2  0
  5  6  2  0
  4  5  1  0
  6  7  1  0
  8  4  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 15 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20  2  1  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
M  CHG  2  10   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4874483

   ---

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: 424.48

Molecular Weight (Monoisotopic): 424.1529

AlogP: 0.05

#Rotatable Bonds: 7

Polar Surface Area: 147.83

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.05

CX LogP: -0.53

CX LogD: -0.55

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -1.82

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