2-methoxy-N-phenylbenzamide

ID: ALA2046765

Cas Number: 6833-21-2

PubChem CID: 790564

Max Phase: Preclinical

Molecular Formula: C14H13NO2

Molecular Weight: 227.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C14H13NO2/c1-17-13-10-6-5-9-12(13)14(16)15-11-7-3-2-4-8-11/h2-10H,1H3,(H,15,16)

Standard InChI Key:  RZGWIZIPFZROQZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -0.2294  -10.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5945  -10.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057   -9.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940   -8.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330   -8.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405   -9.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -8.1333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316   -8.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433   -7.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0690   -7.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807   -6.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0666   -5.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2365   -5.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287   -6.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2455   -8.8464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029   -6.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5862   -5.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  2  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  4  7  1  0
  8 15  2  0
  3  4  2  0
 14 16  1  0
  7  8  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2046765

   2-methoxy-N-phenylbenzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 227.26

Molecular Weight (Monoisotopic): 227.0946

AlogP: 2.95

#Rotatable Bonds: 3

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: 2.91

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.88

Np Likeness Score: -1.32

References

1. Siiskonen A, Keurulainen L, Salin O, Kiuru P, Pohjala L, Vuorela P, Yli-Kauhaluoma J..  (2012)  Conformation study of 2-arylbenzimidazoles as inhibitors of Chlamydia pneumoniae growth.,  22  (14): [PMID:22695128] [10.1016/j.bmcl.2012.05.023]

2. Kunkle T, Abdeen S, Salim N, Ray AM, Stevens M, Ambrose AJ, Victorino J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2018)  Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus.,  61  (23): [PMID:30392371] [10.1021/acs.jmedchem.8b01293]

Source

Source(1):

• Scientific Literature