ID: ALA473129

Max Phase: Preclinical

Molecular Formula: C22H24FNO2

Molecular Weight: 353.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1ccc(F)cc1)C1CCN([C@@H]2Cc3ccccc3C[C@H]2O)CC1

Standard InChI:  InChI=1S/C22H24FNO2/c23-19-7-5-15(6-8-19)22(26)16-9-11-24(12-10-16)20-13-17-3-1-2-4-18(17)14-21(20)25/h1-8,16,20-21,25H,9-14H2/t20-,21-/m1/s1

Standard InChI Key:  NIXIHSCMKWWEOU-NHCUHLMSSA-N

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

Properties

Molecular Weight: 353.44

Molecular Weight (Monoisotopic): 353.1791

AlogP: 3.25

#Rotatable Bonds: 3

Polar Surface Area: 40.54

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.52

CX LogP: 3.64

CX LogD: 2.49

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -0.29

References

1. Tu Z, Efange SM, Xu J, Li S, Jones LA, Parsons SM, Mach RH..  (2009)  Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.,  52  (5): [PMID:19203271] [10.1021/jm8012344]

2. Tu Z, Efange SM, Xu J, Li S, Jones LA, Parsons SM, Mach RH..  (2009)  Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.,  52  (5): [PMID:19203271] [10.1021/jm8012344]

3. Tu Z, Efange SM, Xu J, Li S, Jones LA, Parsons SM, Mach RH..  (2009)  Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.,  52  (5): [PMID:19203271] [10.1021/jm8012344]

4. Li J, Zhang X, Zhang Z, Padakanti PK, Jin H, Cui J, Li A, Zeng D, Rath NP, Flores H, Perlmutter JS, Parsons SM, Tu Z..  (2013)  Heteroaromatic and aniline derivatives of piperidines as potent ligands for vesicular acetylcholine transporter.,  56  (15): [PMID:23802889] [10.1021/jm400664x]

5. Barthel C, Sorger D, Deuther-Conrad W, Scheunemann M, Schweiger S, Jäckel P, Roghani A, Steinbach J, Schüürmann G, Sabri O, Brust P, Wenzel B..  (2015)  New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.,  100  [PMID:26071858] [10.1016/j.ejmech.2015.05.033]

Source

Source(1):

• Scientific Literature