[O-methyl-11C](S,S)-1-cyclopentyl-2-(5-fluoro-2-methoxy-phenyl)-1-morpholin-2-yl-ethanol

ID: ALA223119

PubChem CID: 44422456

Max Phase: Preclinical

Molecular Formula: C18H26FNO3

Molecular Weight: 323.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [11CH3]Oc1ccc(F)cc1C[C@](O)(C1CCCC1)[C@@H]1CNCCO1

Standard InChI:  InChI=1S/C18H26FNO3/c1-22-16-7-6-15(19)10-13(16)11-18(21,14-4-2-3-5-14)17-12-20-8-9-23-17/h6-7,10,14,17,20-21H,2-5,8-9,11-12H2,1H3/t17-,18-/m0/s1/i1-1

Standard InChI Key:  RKSAEPSMCMRCOK-RIVWMEAKSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
    4.7533   -7.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7533   -8.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663   -9.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1834   -8.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1834   -7.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663   -7.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8964   -7.5049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8964   -6.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0403   -9.1523    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8964   -9.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8964   -9.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7181   -9.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8964  -10.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0706   -9.9781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2295  -11.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4814  -12.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073  -12.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633  -11.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1330  -10.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3697   -9.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9547   -9.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1330   -9.2651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073  -10.6912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9580  -10.6930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  2  9  1  0
  4 10  1  0
 11 10  1  1
 11 12  1  0
 11 13  1  0
 11 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
 12 19  1  0
 12 22  1  0
 20 21  1  0
 21 22  1  0
 12 23  1  6
  1  2  2  0
  2  3  1  0
  3  4  2  0
 19 24  1  0
 24 20  1  0
M  ISO  1   8  11
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: 323.41

Molecular Weight (Monoisotopic): 323.1897

AlogP: 2.29

#Rotatable Bonds: 5

Polar Surface Area: 50.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 8.14

CX LogP: 2.61

CX LogD: 1.80

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -0.06

References

1. Schou M, Pike VW, Sóvágó J, Gulyás B, Gallagher PT, Dobson DR, Walter MW, Rudyk H, Farde L, Halldin C..  (2007)  Synthesis of 11C-labelled (R)-OHDMI and CFMME and their evaluation as candidate radioligands for imaging central norepinephrine transporters with PET.,  15  (2): [PMID:17123820] [10.1016/j.bmc.2006.10.065]

Source

Source(1):

• Scientific Literature