N-benzyl-N-ethyl-2-(7-([18F]-2-fluoroethyl)-8-oxo-2-phenyl-7H-purin-9(8H)-yl)acetamide

ID: ALA477849

PubChem CID: 25256783

Max Phase: Preclinical

Molecular Formula: C24H24FN5O2

Molecular Weight: 433.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(Cc1ccccc1)C(=O)Cn1c(=O)n(CC[18F])c2cnc(-c3ccccc3)nc21

Standard InChI:  InChI=1S/C24H24FN5O2/c1-2-28(16-18-9-5-3-6-10-18)21(31)17-30-23-20(29(14-13-25)24(30)32)15-26-22(27-23)19-11-7-4-8-12-19/h3-12,15H,2,13-14,16-17H2,1H3/i25-1

Standard InChI Key:  DCRSPOGUAKBGJJ-FNNGWQQSSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -2.8859  -18.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729  -19.3135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4535  -18.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4567  -18.0689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847  -18.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727  -17.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461  -16.8545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652  -16.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979  -17.5236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798  -16.0573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7957  -16.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883  -16.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379  -15.7946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312  -17.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696  -15.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200  -15.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251  -15.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752  -14.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183  -14.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2061  -13.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595  -14.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395  -19.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7400  -20.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260  -20.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891  -20.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857  -19.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0289  -18.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6950  -15.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445  -14.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3045  -17.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8583  -17.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6647  -17.2596    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  6  2  0
 20 21  2  0
 21 16  1  0
  8 10  2  0
  5  6  1  0
 22 23  2  0
  7 11  1  0
 23 24  1  0
  1  2  1  0
 24 25  2  0
 11 12  1  0
 25 26  1  0
  5  1  2  0
 26 27  2  0
 27 22  1  0
  3 22  1  0
 12 13  1  0
 13 28  1  0
  2  3  2  0
 28 29  1  0
 12 14  2  0
  9 30  1  0
 30 31  1  0
 13 15  1  0
 31 32  1  0
M  ISO  1  32  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: 433.49

Molecular Weight (Monoisotopic): 433.1914

AlogP: 3.28

#Rotatable Bonds: 8

Polar Surface Area: 73.02

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -1.70

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