N-(3,4,5-trimethoxyphenyl)-2-naphthamide

ID: ALA4848893

PubChem CID: 7741667

Max Phase: Preclinical

Molecular Formula: C20H19NO4

Molecular Weight: 337.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)c2ccc3ccccc3c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H19NO4/c1-23-17-11-16(12-18(24-2)19(17)25-3)21-20(22)15-9-8-13-6-4-5-7-14(13)10-15/h4-12H,1-3H3,(H,21,22)

Standard InChI Key:  CVEIEBOERNEHGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.7930   -2.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7918   -3.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4999   -4.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2096   -3.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2067   -2.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4981   -2.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4957   -1.5969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2021   -1.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0852   -2.4146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0850   -1.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0838   -4.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3764   -3.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9179   -4.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6250   -3.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3333   -4.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6237   -2.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3300   -4.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0375   -5.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0335   -3.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7416   -4.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7445   -4.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4557   -5.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1645   -4.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1576   -4.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4459   -3.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 21  2  0
 20 19  2  0
 19 15  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848893

   N-(3,4,5-trimethoxyphenyl)naphthalene-2-carboxamide

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: 337.38

Molecular Weight (Monoisotopic): 337.1314

AlogP: 4.12

#Rotatable Bonds: 5

Polar Surface Area: 56.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -0.76

References

1. Lawson C, Ahmed Alta TB, Moschou G, Skamnaki V, Solovou TGA, Topham C, Hayes J, Snape TJ..  (2021)  Novel diarylamides and diarylureas with N-substitution dependent activity against medulloblastoma.,  225  [PMID:34391032] [10.1016/j.ejmech.2021.113751]

Source

Source(1):

• Scientific Literature