(2E,4E)-5-(4-fluorophenyl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

ID: ALA4570357

PubChem CID: 12056747

Max Phase: Preclinical

Molecular Formula: C16H18FNO

Molecular Weight: 259.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/C=C/c1ccc(F)cc1)N1CCCCC1

Standard InChI:  InChI=1S/C16H18FNO/c17-15-10-8-14(9-11-15)6-2-3-7-16(19)18-12-4-1-5-13-18/h2-3,6-11H,1,4-5,12-13H2/b6-2+,7-3+

Standard InChI Key:  JBKPODKCFNZRHJ-YPCIICBESA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   27.1888  -23.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1876  -24.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8957  -24.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6053  -24.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6025  -23.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8939  -23.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3126  -23.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0218  -23.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7280  -23.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4372  -23.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1434  -23.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8526  -23.6529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1403  -22.4298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8494  -24.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5545  -24.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2631  -24.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2620  -23.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5523  -23.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4796  -24.8972    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 12 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570357

   (2E,4E)-5-(4-fluorophenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 259.32

Molecular Weight (Monoisotopic): 259.1372

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.60

Np Likeness Score: -0.45

References

1. Muthuraman S, Sinha S, Vasavi CS, Waidha KM, Basu B, Munussami P, Balamurali MM, Doble M, Saravana Kumar R..  (2019)  Design, synthesis and identification of novel coumaperine derivatives for inhibition of human 5-LOX: Antioxidant, pseudoperoxidase and docking studies.,  27  (4): [PMID:30638966] [10.1016/j.bmc.2018.12.043]

Source

Source(1):

• Scientific Literature