[18F]-5-6-Benzyl-N-(2-fluoroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

ID: ALA1210368

PubChem CID: 25210565

Max Phase: Preclinical

Molecular Formula: C19H17FN2O2

Molecular Weight: 324.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC[18F])c1c[nH]c2ccc(Cc3ccccc3)cc2c1=O

Standard InChI:  InChI=1S/C19H17FN2O2/c20-8-9-21-19(24)16-12-22-17-7-6-14(11-15(17)18(16)23)10-13-4-2-1-3-5-13/h1-7,11-12H,8-10H2,(H,21,24)(H,22,23)/i20-1

Standard InChI Key:  FQCVKMJBEWJMHR-LRFGSCOBSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -3.3098    0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3109   -0.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -0.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8797   -0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979    1.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    1.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536    0.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    1.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9695    0.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -0.4369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -0.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029    0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6811    1.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6745    2.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    1.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8318    0.8180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    2.0514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -0.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5533   -0.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579   -1.2405    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  1  0
 12 13  1  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  5  7  1  0
  3  4  2  0
  7  8  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8  9  2  0
 16 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 19 21  2  0
 10 13  2  0
 20 22  1  0
  2  3  1  0
 22 23  1  0
 12 11  2  0
 23 24  1  0
M  ISO  1  24  18
M  END

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: 324.36

Molecular Weight (Monoisotopic): 324.1274

AlogP: 2.82

#Rotatable Bonds: 5

Polar Surface Area: 61.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.11

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -0.71

References

1. Gaeta A, Woodcraft J, Plant S, Goggi J, Jones P, Battle M, Trigg W, Luthra SK, Glaser M..  (2010)  Use of 2-[(18)F]fluoroethylazide for the Staudinger ligation - Preparation and characterisation of GABA(A) receptor binding 4-quinolones.,  20  (15): [PMID:20579877] [10.1016/j.bmcl.2010.05.106]

Source

Source(1):

• Scientific Literature