4-(Benzyloxy)-N-propyl-2-naphthamide

ID: ALA4761201

PubChem CID: 152162873

Max Phase: Preclinical

Molecular Formula: C21H21NO2

Molecular Weight: 319.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)c1cc(OCc2ccccc2)c2ccccc2c1

Standard InChI:  InChI=1S/C21H21NO2/c1-2-12-22-21(23)18-13-17-10-6-7-11-19(17)20(14-18)24-15-16-8-4-3-5-9-16/h3-11,13-14H,2,12,15H2,1H3,(H,22,23)

Standard InChI Key:  VNOWSGMBAGCVQY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.2025   -2.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2014   -3.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094   -3.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9076   -1.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6163   -2.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6170   -3.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3255   -3.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0338   -3.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291   -2.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3200   -1.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3272   -4.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7343   -1.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7293   -0.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4445   -2.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0358   -4.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375   -5.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302   -5.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3315   -6.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0406   -7.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498   -6.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7450   -5.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1497   -1.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8599   -2.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -1.7963    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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 14 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761201

   ---

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: 319.40

Molecular Weight (Monoisotopic): 319.1572

AlogP: 4.56

#Rotatable Bonds: 6

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.82

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