3-{3-[(2-methyl-8-quinolinyl)oxy]propoxy}-2,6-difluorobenzamide

ID: ALA4079385

PubChem CID: 137651549

Max Phase: Preclinical

Molecular Formula: C20H18F2N2O3

Molecular Weight: 372.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2cccc(OCCCOc3ccc(F)c(C(N)=O)c3F)c2n1

Standard InChI:  InChI=1S/C20H18F2N2O3/c1-12-6-7-13-4-2-5-16(19(13)24-12)27-11-3-10-26-15-9-8-14(21)17(18(15)22)20(23)25/h2,4-9H,3,10-11H2,1H3,(H2,23,25)

Standard InChI Key:  SWIIPQUNVFZKRO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   27.6675   -4.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6664   -4.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3744   -5.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0841   -4.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3726   -3.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0776   -4.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7805   -3.7349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7796   -2.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0700   -2.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3700   -2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7933   -5.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4995   -4.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2087   -5.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9149   -4.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6242   -5.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3303   -4.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0378   -5.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7435   -4.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7408   -4.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0266   -3.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3238   -4.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6129   -3.7288    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.4464   -3.7124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.0206   -2.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7253   -2.4880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3099   -2.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4861   -2.5104    0.0000 C   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
  8 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4079385

   ---

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: 372.37

Molecular Weight (Monoisotopic): 372.1285

AlogP: 3.77

#Rotatable Bonds: 7

Polar Surface Area: 74.44

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.97

CX Basic pKa: 3.46

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.23

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