N-(4-methoxyphenyl)-3-amino-4-(3-(4-methylpiperazin-1-yl)propoxy)benzamide

ID: ALA5086350

PubChem CID: 166634903

Max Phase: Preclinical

Molecular Formula: C22H30N4O3

Molecular Weight: 398.51

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H30N4O3/c1-25-11-13-26(14-12-25)10-3-15-29-21-9-4-17(16-20(21)23)22(27)24-18-5-7-19(28-2)8-6-18/h4-9,16H,3,10-15,23H2,1-2H3,(H,24,27)

Standard InChI Key:  VQUIONWIVBCEQL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.9357    0.8303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    0.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    0.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3600    1.6628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0701    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6492    2.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2256    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088    0.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7988    0.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0779    0.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3645    0.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3645   -0.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -0.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0650   -0.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0650    0.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3511    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461    1.6413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831   -0.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831   -1.6644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4972   -0.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130   -0.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -2.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6405   -1.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6405   -0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274   -0.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0701   -1.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  1  7  1  0
  8  2  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
 12 13  1  0
 13 14  2  0
 15 14  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
 17 18  1  0
 19 15  1  0
 19 20  2  0
 21 19  1  0
 22 21  1  0
 22 23  1  0
 24 23  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 22  2  0
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086350

   ---

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: 398.51

Molecular Weight (Monoisotopic): 398.2318

AlogP: 2.55

#Rotatable Bonds: 8

Polar Surface Area: 80.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.10

CX LogP: 1.85

CX LogD: 1.07

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.38

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