(2R)-1-([18F]1-fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol

ID: ALA457625

PubChem CID: 25033828

Max Phase: Preclinical

Molecular Formula: C13H20FNO2

Molecular Weight: 241.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(OC[C@H](O)CNC(C)C[18F])c1

Standard InChI:  InChI=1S/C13H20FNO2/c1-10-4-3-5-13(6-10)17-9-12(16)8-15-11(2)7-14/h3-6,11-12,15-16H,7-9H2,1-2H3/t11?,12-/m1/s1/i14-1

Standard InChI Key:  DIYDLIFSZIZBCW-XRVHRODUSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -2.4473   -6.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -7.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -7.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -7.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0200   -6.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7354   -6.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632   -7.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -7.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4118   -7.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269   -7.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -7.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5558   -7.6754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697   -7.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -7.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -6.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822   -6.0232    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -8.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  1  0
  2  7  1  0
 13 15  1  0
  3  4  2  0
 15 16  1  0
  4  8  1  0
 10 17  1  1
M  ISO  1  16  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: 241.31

Molecular Weight (Monoisotopic): 241.1478

AlogP: 1.68

#Rotatable Bonds: 7

Polar Surface Area: 41.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.16

CX LogP: 1.95

CX LogD: 1.12

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: -0.92

References

1. Stephenson KA, Wilson AA, Meyer JH, Houle S, Vasdev N..  (2008)  Facile radiosynthesis of fluorine-18 labeled beta-blockers. Synthesis, radiolabeling, and ex vivo biodistribution of [18F]-(2S and 2R)-1-(1-fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol.,  51  (16): [PMID:18656910] [10.1021/jm800227h]

Source

Source(1):

• Scientific Literature