1-methyl-7-nitro-4-(5-(piperidin-1-yl)pentyl)-3,4-dihydroquinoxalin-2(1H)-one

ID: ALA2079504

PubChem CID: 70694536

Max Phase: Preclinical

Molecular Formula: C19H28N4O3

Molecular Weight: 360.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)CN(CCCCCN2CCCCC2)c2ccc([N+](=O)[O-])cc21

Standard InChI:  InChI=1S/C19H28N4O3/c1-20-18-14-16(23(25)26)8-9-17(18)22(15-19(20)24)13-7-3-6-12-21-10-4-2-5-11-21/h8-9,14H,2-7,10-13,15H2,1H3

Standard InChI Key:  QQFYJLGIQOPALN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    7.7777  -18.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7766  -19.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4914  -19.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896  -18.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2050  -18.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2084  -19.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9236  -19.8463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6400  -19.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6366  -18.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9168  -18.1894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0625  -18.2004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3481  -18.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0623  -17.3754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9258  -20.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6414  -21.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3548  -20.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0704  -21.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7837  -20.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4993  -21.0741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4958  -21.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2072  -22.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9230  -21.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9228  -21.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2067  -20.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3498  -18.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9123  -17.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 13  1  0
  1 11  1  0
  3  6  2  0
  7 14  1  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  1  0
  4  1  1  0
 16 17  1  0
  5 10  1  0
 17 18  1  0
  6  7  1  0
 18 19  1  0
 19 20  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  5  6  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  2  3  1  0
  9 25  2  0
 11 12  2  0
 10 26  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA2079504

   1-methyl-7-nitro-4-(5-piperidin-1-ylpentyl)-3H-quinoxalin-2-one;hydrobromide

2. Parent:

   

   ALA2079504

   1-methyl-7-nitro-4-[5-(1-piperidyl)pentyl]-3H-quinoxalin-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.46

Molecular Weight (Monoisotopic): 360.2161

AlogP: 3.03

#Rotatable Bonds: 7

Polar Surface Area: 69.93

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 2.72

CX LogD: 0.22

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.22

References

1. Jiang X, Wu K, Bai R, Zhang P, Zhang Y..  (2022)  Functionalized quinoxalinones as privileged structures with broad-ranging pharmacological activities.,  229  [PMID:34998058] [10.1016/j.ejmech.2021.114085]

Source

Source(1):

• Scientific Literature