Methyl 2-(naphthalene-1-amido)benzoate

ID: ALA4745298

Cas Number: 75541-64-9

PubChem CID: 835580

Max Phase: Preclinical

Molecular Formula: C19H15NO3

Molecular Weight: 305.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1NC(=O)c1cccc2ccccc12

Standard InChI:  InChI=1S/C19H15NO3/c1-23-19(22)16-10-4-5-12-17(16)20-18(21)15-11-6-8-13-7-2-3-9-14(13)15/h2-12H,1H3,(H,20,21)

Standard InChI Key:  UPTBUUXILDYDDU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.1268  -20.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9525  -20.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3696  -21.2295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3612  -19.7992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1869  -19.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6019  -20.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4269  -20.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8365  -19.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4149  -19.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5913  -19.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1714  -18.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5775  -17.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3456  -18.3754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1579  -16.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7126  -19.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8876  -19.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4797  -20.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7233  -21.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9022  -21.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990  -21.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9156  -22.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7397  -22.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1392  -21.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  1  0
 11 13  2  0
 10 11  1  0
 12 14  1  0
  1 15  2  0
 15 16  1  0
 16 17  2  0
 18  1  1  0
 19 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745298

   Methyl 2-(1-naphthoylamino)benzoate

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: 305.33

Molecular Weight (Monoisotopic): 305.1052

AlogP: 3.88

#Rotatable Bonds: 3

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.93

References

1. Nijampatnam B,Ahirwar P,Pukkanasut P,Womack H,Casals L,Zhang H,Cai X,Michalek SM,Wu H,Velu SE.  (2021)  Discovery of Potent Inhibitors of Streptococcus mutans Biofilm with Antivirulence Activity.,  12  (1): [PMID:33488963] [10.1021/acsmedchemlett.0c00373]

Source

Source(1):

• Scientific Literature