2-(3-fluorobenzyloxy)benzaldehyde O-1-benzylpyrrolidin-3-yl oxime

ID: ALA2333247

PubChem CID: 71653581

Max Phase: Preclinical

Molecular Formula: C25H25FN2O2

Molecular Weight: 404.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(COc2ccccc2/C=N/OC2CCN(Cc3ccccc3)C2)c1

Standard InChI:  InChI=1S/C25H25FN2O2/c26-23-11-6-9-21(15-23)19-29-25-12-5-4-10-22(25)16-27-30-24-13-14-28(18-24)17-20-7-2-1-3-8-20/h1-12,15-16,24H,13-14,17-19H2/b27-16+

Standard InChI Key:  JEVBLYOOXYADDX-JVWAILMASA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   28.7270  -15.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3789  -16.3890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0502  -15.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8120  -15.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9958  -15.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3625  -17.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3037  -14.4857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1149  -14.5853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6066  -13.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4177  -14.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7313  -14.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5416  -14.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0342  -14.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7108  -13.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9014  -13.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2373  -15.4350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5541  -16.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0601  -16.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2487  -16.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7550  -17.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0717  -18.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8870  -18.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3772  -17.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2064  -18.9911    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.6468  -17.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9493  -17.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2341  -17.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2172  -18.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9215  -18.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6339  -18.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  2  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2333247

   (E)-N-(1-benzylpyrrolidin-3-yl)oxy-1-[2-[(3-fluorophenyl)methoxy]phenyl]methanimine

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: 404.49

Molecular Weight (Monoisotopic): 404.1900

AlogP: 5.03

#Rotatable Bonds: 8

Polar Surface Area: 34.06

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.76

CX LogP: 5.47

CX LogD: 4.96

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -1.37

References

1. Kim YS, Jung SH, Park BG, Ko MK, Jang HS, Choi K, Baik JH, Lee J, Lee JK, Pae AN, Cho YS, Min SJ..  (2013)  Synthesis and evaluation of oxime derivatives as modulators for amyloid beta-induced mitochondrial dysfunction.,  62  [PMID:23353734] [10.1016/j.ejmech.2012.12.033]

Source

Source(1):

• Scientific Literature