N-Benzyl-4-(isopentyloxy)-2-naphthamide

ID: ALA4780400

PubChem CID: 162663862

Max Phase: Preclinical

Molecular Formula: C23H25NO2

Molecular Weight: 347.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CCOc1cc(C(=O)NCc2ccccc2)cc2ccccc12

Standard InChI:  InChI=1S/C23H25NO2/c1-17(2)12-13-26-22-15-20(14-19-10-6-7-11-21(19)22)23(25)24-16-18-8-4-3-5-9-18/h3-11,14-15,17H,12-13,16H2,1-2H3,(H,24,25)

Standard InChI Key:  UGIBWYHFNLRSGV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   27.0154  -23.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0143  -24.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7223  -24.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7205  -23.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4292  -23.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4299  -24.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1384  -24.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8467  -24.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8420  -23.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1329  -23.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1401  -25.6350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5472  -23.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5422  -22.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2574  -23.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8487  -26.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8504  -26.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5589  -27.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5606  -28.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2658  -26.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9626  -23.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6728  -23.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6734  -24.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3827  -24.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0889  -24.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0813  -23.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3714  -23.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  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
  7 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 14 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780400

   ---

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: 347.46

Molecular Weight (Monoisotopic): 347.1885

AlogP: 5.19

#Rotatable Bonds: 7

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.75

References

1. Wang Y,Mowla R,Ji S,Guo L,De Barros Lopes MA,Jin C,Song D,Ma S,Venter H.  (2018)  Design, synthesis and biological activity evaluation of novel 4-subtituted 2-naphthamide derivatives as AcrB inhibitors.,  143  [PMID:29220791] [10.1016/j.ejmech.2017.11.102]

Source

Source(1):

• Scientific Literature