N-(4-methoxyphenyl)-4-(3-(4-methylpiperazin-1-yl)propoxy)-3-nitrobenzamide

ID: ALA5093061

PubChem CID: 166634448

Max Phase: Preclinical

Molecular Formula: C22H28N4O5

Molecular Weight: 428.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2ccc(OCCCN3CCN(C)CC3)c([N+](=O)[O-])c2)cc1

Standard InChI:  InChI=1S/C22H28N4O5/c1-24-11-13-25(14-12-24)10-3-15-31-21-9-4-17(16-20(21)26(28)29)22(27)23-18-5-7-19(30-2)8-6-18/h4-9,16H,3,10-15H2,1-2H3,(H,23,27)

Standard InChI Key:  KNWUERGGXSHEMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    6.0763   -1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3617   -2.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6452   -1.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6452   -0.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314   -0.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -0.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997   -0.4251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -0.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0660   -0.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3525   -0.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    0.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790    0.8160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006    0.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2289    0.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    0.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    0.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3681    0.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3655    1.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0763    2.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6539    2.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    1.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514    0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    1.6471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605    2.0583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697    2.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0660    0.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -1.6660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -1.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351   -2.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 10  2  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 23 22  1  0
 17 23  1  0
 24 12  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 28 24  1  0
  9 28  2  0
  8 29  2  0
  6 30  1  0
 31 30  2  0
 31  3  1  0
M  CHG  2  25   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5093061

   ---

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: 428.49

Molecular Weight (Monoisotopic): 428.2060

AlogP: 2.87

#Rotatable Bonds: 9

Polar Surface Area: 97.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.80

CX Basic pKa: 8.00

CX LogP: 2.62

CX LogD: 1.92

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -1.70

References

1. Liu Y, Li J, Gu Y, Ma L, Cen S, Peng Z, Hu L..  (2022)  Synthesis and structure-activity relationship study of new biaryl amide derivatives and their inhibitory effects against hepatitis C virus.,  228  [PMID:34883293] [10.1016/j.ejmech.2021.114033]

Source

Source(1):

• Scientific Literature