N-(5-fluoro-2-phenoxyphenyl)-N-(2-([18F]-2-fluoroethoxy)-5-methoxybenzyl)acetamide

ID: ALA477430

Cas Number: 505084-42-4

PubChem CID: 6398888

Max Phase: Preclinical

Molecular Formula: C24H23F2NO4

Molecular Weight: 427.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OCC[18F])c(CN(C(C)=O)c2cc(F)ccc2Oc2ccccc2)c1

Standard InChI:  InChI=1S/C24H23F2NO4/c1-17(28)27(16-18-14-21(29-2)9-11-23(18)30-13-12-25)22-15-19(26)8-10-24(22)31-20-6-4-3-5-7-20/h3-11,14-15H,12-13,16H2,1-2H3/i25-1

Standard InChI Key:  NZVKWLWAFUSDQE-FNNGWQQSSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   13.5056  -16.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5044  -17.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2173  -17.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9367  -17.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9336  -16.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2154  -16.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6515  -17.9729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6523  -18.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9370  -19.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9374  -20.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6527  -20.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3692  -20.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3653  -19.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7908  -16.3220    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6460  -16.3138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3625  -16.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0749  -16.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6418  -15.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3543  -15.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9254  -15.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7873  -16.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4992  -16.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4956  -15.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7740  -15.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0650  -15.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7890  -17.5434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7671  -14.2435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4780  -13.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5043  -17.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5060  -18.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2213  -19.1906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
 15 18  1  0
  8  9  2  0
 18 19  2  0
  4  5  1  0
 18 20  1  0
  9 10  1  0
 17 21  2  0
  2  3  1  0
 21 22  1  0
 10 11  2  0
 22 23  2  0
  5  6  2  0
 23 24  1  0
 11 12  1  0
 24 25  2  0
 25 17  1  0
  6  1  1  0
 21 26  1  0
 12 13  2  0
 24 27  1  0
 13  8  1  0
 27 28  1  0
  1  2  2  0
 26 29  1  0
  1 14  1  0
 29 30  1  0
  4  7  1  0
 30 31  1  0
M  ISO  1  31  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: 427.45

Molecular Weight (Monoisotopic): 427.1595

AlogP: 5.53

#Rotatable Bonds: 9

Polar Surface Area: 48.00

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -1.02

References

1. Yanamoto K, Kumata K, Yamasaki T, Odawara C, Kawamura K, Yui J, Hatori A, Suzuki K, Zhang MR..  (2009)  [18F]FEAC and [18F]FEDAC: Two novel positron emission tomography ligands for peripheral-type benzodiazepine receptor in the brain.,  19  (6): [PMID:19217778] [10.1016/j.bmcl.2009.01.093]

Source

Source(1):

• Scientific Literature