3-[3-(8-quinolinyloxy)propoxy]-2,6-difluorobenzamide

ID: ALA4097421

PubChem CID: 137661086

Max Phase: Preclinical

Molecular Formula: C19H16F2N2O3

Molecular Weight: 358.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCCCOc2cccc3cccnc23)c1F

Standard InChI:  InChI=1S/C19H16F2N2O3/c20-13-7-8-14(17(21)16(13)19(22)24)25-10-3-11-26-15-6-1-4-12-5-2-9-23-18(12)15/h1-2,4-9H,3,10-11H2,(H2,22,24)

Standard InChI Key:  FEGAGSOIVQTQGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   16.4070  -22.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4059  -23.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1207  -23.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8372  -23.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1189  -21.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8306  -22.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5402  -21.9999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5393  -21.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228  -20.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1162  -21.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5531  -23.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2661  -23.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9821  -23.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6950  -23.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4110  -23.6384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1240  -23.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8382  -23.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5506  -23.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5480  -22.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8269  -21.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1174  -22.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3997  -21.9937    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2603  -21.9773    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.8209  -21.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5323  -20.7411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1034  -20.7516    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:

   

   ALA4097421

   ---

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: 358.34

Molecular Weight (Monoisotopic): 358.1129

AlogP: 3.46

#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: 2.87

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -1.16

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