4-(2-(2,5-difluorophenyl)hydrazono)-1-phenethylpiperidine

ID: ALA3219577

PubChem CID: 90666446

Max Phase: Preclinical

Molecular Formula: C19H21F2N3

Molecular Weight: 329.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(F)c(NN=C2CCN(CCc3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C19H21F2N3/c20-16-6-7-18(21)19(14-16)23-22-17-9-12-24(13-10-17)11-8-15-4-2-1-3-5-15/h1-7,14,23H,8-13H2

Standard InChI Key:  WQYXRWAJUARDIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.7453   -4.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7453   -5.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4537   -5.8290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1663   -5.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1663   -4.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4537   -4.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4537   -6.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1687   -7.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1687   -7.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4537   -3.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7428   -2.9435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7428   -2.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4568   -1.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4572   -0.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7458   -0.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0283   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0316   -1.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4506   -8.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4503   -9.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1659   -9.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8832   -9.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8801   -8.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3181   -2.1267    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1725   -0.4688    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  9  1  0
 17 23  1  0
 14 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3219577

   2,5-difluoro-N-[[1-(2-phenylethyl)piperidin-4-ylidene]amino]aniline

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: 329.39

Molecular Weight (Monoisotopic): 329.1704

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 27.63

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: 8.64

CX LogP: 4.59

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -1.63

References

1. de Kloe GE, Kool J, val Elk R, van Muijlwijk-Koezen JE, Smit AB, Lingeman H, Irth H, Niellsen WMA, de Esch JP..  (2011)  Online parallel fragment screening and rapid hit exploration for nicotinic acetylcholine receptors.,  2  (7): [10.1039/C1MD00031D]

Source

Source(1):

• Scientific Literature