N-(3-methoxyphenyl)-3-oxododecanamide

ID: ALA5278377

Max Phase: Preclinical

Molecular Formula: C19H29NO3

Molecular Weight: 319.44

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)CC(=O)Nc1cccc(OC)c1

Standard InChI:  InChI=1S/C19H29NO3/c1-3-4-5-6-7-8-9-12-17(21)15-19(22)20-16-11-10-13-18(14-16)23-2/h10-11,13-14H,3-9,12,15H2,1-2H3,(H,20,22)

Standard InChI Key:  GVEINJPJYHDHBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.1447    0.8271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4302   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.8271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5708    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2852   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9996    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592   -0.4103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835   -0.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9997   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9997    0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    1.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736    0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7141   -0.4140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7141   -1.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15  2  1  0
 16 15  1  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 16 21  2  0
 18 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278377

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 319.44

Molecular Weight (Monoisotopic): 319.2147

AlogP: 4.73

#Rotatable Bonds: 12

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: 10.51

CX Basic pKa: ┄

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -0.42

References

1. Ampomah-Wireko M, Luo C, Cao Y, Wang H, Nininahazwe L, Wu C..  (2021)  Chemical probe of AHL modulators on quorum sensing in Gram-Negative Bacteria and as antiproliferative agents: A review.,  226  [PMID:34626877] [10.1016/j.ejmech.2021.113864]

2. Wagner S, Sommer R, Hinsberger S, Lu C, Hartmann RW, Empting M, Titz A..  (2016)  Novel Strategies for the Treatment of Pseudomonas aeruginosa Infections.,  59  (13): [PMID:26804741] [10.1021/acs.jmedchem.5b01698]

Source

Source(1):

• Scientific Literature