2-[18F]fluoroadenosine

ID: ALA1780215

PubChem CID: 11150286

Max Phase: Preclinical

Molecular Formula: C10H12FN5O4

Molecular Weight: 285.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-[18F]Fluoroadenosine | 2-[18F]Fluoroadenosine|CHEMBL1780215|SCHEMBL13046078

Canonical SMILES:  Nc1nc([18F])nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1/i11-1

Standard InChI Key:  HBUBKKRHXORPQB-BILUZANQSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.1062    0.9063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817    0.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5283    0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1805    1.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -0.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583    1.1621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711    1.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6097   -0.3859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0476    1.7336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9649   -0.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8890   -0.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2192    0.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    0.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333   -0.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980    0.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -0.2165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6841    1.1658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    1.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907   -1.5761    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  1  3  1  0
  1  4  1  0
  5  2  1  0
  2  6  1  0
  3  7  2  0
  3  8  1  0
  4  9  2  0
  5 10  1  0
  5 11  1  6
  6 12  1  0
  7 13  1  0
  8 14  2  0
 10 15  1  6
 12 16  1  1
 13 17  2  0
 13 18  1  0
 16 19  1  0
  7  9  1  0
 10 12  1  0
 14 17  1  0
 14 20  1  0
M  ISO  1  20  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: 285.24

Molecular Weight (Monoisotopic): 285.0873

AlogP: -1.84

#Rotatable Bonds: 2

Polar Surface Area: 139.54

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: 0.76

CX LogP: -1.47

CX LogD: -1.47

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: 1.06

References

1. Marchand P, Lorilleux C, Gilbert G, Gourand F, Sobrio F, Peyronnet D, Dhilly M, Barré L..  (2010)  Efficient radiosynthesis of 2-[(18)f]fluoroadenosine: a new route to 2-[(18)f]fluoropurine nucleosides.,  1  (6): [PMID:24900201] [10.1021/ml100055m]

Source

Source(1):

• Scientific Literature