3-(1-naphthoxy)propoxy-2,6-difluorobenzamide

ID: ALA4104199

PubChem CID: 137658012

Max Phase: Preclinical

Molecular Formula: C20H17F2NO3

Molecular Weight: 357.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCCCOc2cccc3ccccc23)c1F

Standard InChI:  InChI=1S/C20H17F2NO3/c21-15-9-10-17(19(22)18(15)20(23)24)26-12-4-11-25-16-8-3-6-13-5-1-2-7-14(13)16/h1-3,5-10H,4,11-12H2,(H2,23,24)

Standard InChI Key:  XEKHAIOLZOSULY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   28.6333  -21.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6322  -22.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3402  -22.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0499  -22.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3384  -21.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0434  -21.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7462  -21.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7454  -20.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0357  -19.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3358  -20.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7591  -22.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4653  -22.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1745  -22.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8807  -22.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5899  -22.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2961  -22.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0036  -22.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7092  -22.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7066  -21.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9923  -21.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2896  -21.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5787  -21.1911    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.4122  -21.1747    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.9864  -20.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6910  -19.9503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2757  -19.9607    0.0000 O   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  6  1  0
  5  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 21 22  1  0
 19 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104199

   ---

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: 357.36

Molecular Weight (Monoisotopic): 357.1176

AlogP: 4.06

#Rotatable Bonds: 7

Polar Surface Area: 61.55

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: 3.65

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -0.91

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