3-(3-benzoyloxy)propoxy-2,6-difluorobenzamide

ID: ALA4068568

PubChem CID: 137632928

Max Phase: Preclinical

Molecular Formula: C17H15F2NO3

Molecular Weight: 319.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCCCC(=O)c2ccccc2)c1F

Standard InChI:  InChI=1S/C17H15F2NO3/c18-12-8-9-14(16(19)15(12)17(20)22)23-10-4-7-13(21)11-5-2-1-3-6-11/h1-3,5-6,8-9H,4,7,10H2,(H2,20,22)

Standard InChI Key:  FMTLDLUSNONYDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.0973  -16.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8034  -15.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5127  -16.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2188  -15.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9241  -16.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6298  -15.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6271  -14.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9129  -14.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2101  -14.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4987  -14.4465    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.9069  -13.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6116  -13.2047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1963  -13.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3327  -14.4292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3880  -15.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6818  -16.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9726  -15.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6849  -16.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9737  -14.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2653  -14.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5582  -14.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5639  -15.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2729  -16.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
  7 14  1  0
  1 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4068568

   ---

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: 319.31

Molecular Weight (Monoisotopic): 319.1020

AlogP: 3.11

#Rotatable Bonds: 7

Polar Surface Area: 69.39

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.97

CX Basic pKa: ┄

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.99

References

1. Hu Z, Zhang S, Zhou W, Ma X, Xiang G..  (2017)  Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors.,  27  (8): [PMID:28285910] [10.1016/j.bmcl.2017.02.032]

Source

Source(1):

• Scientific Literature