3,5-Bis(2-chlorobenzylidene)-4-piperidone

ID: ALA1254460

Chembl Id: CHEMBL1254460

PubChem CID: 20416742

Max Phase: Preclinical

Molecular Formula: C19H15Cl2NO

Molecular Weight: 344.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccccc2Cl)CNC/C1=C\c1ccccc1Cl

Standard InChI:  InChI=1S/C19H15Cl2NO/c20-17-7-3-1-5-13(17)9-15-11-22-12-16(19(15)23)10-14-6-2-4-8-18(14)21/h1-10,22H,11-12H2/b15-9+,16-10+

Standard InChI Key:  RVBVBUPGVORCBH-KAVGSWPWSA-N

Alternative Forms

1. Parent:

   

   ALA1254460

   (3E,5E)-3,5-bis[(2-chlorophenyl)methylidene]piperidin-4-one

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: 344.24

Molecular Weight (Monoisotopic): 343.0531

AlogP: 4.63

#Rotatable Bonds: 2

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.34

CX LogP: 5.11

CX LogD: 5.07

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.53

References

1. Lagisetty P, Vilekar P, Sahoo K, Anant S, Awasthi V..  (2010)  CLEFMA-an anti-proliferative curcuminoid from structure-activity relationship studies on 3,5-bis(benzylidene)-4-piperidones.,  18  (16): [PMID:20638855] [10.1016/j.bmc.2010.06.055]

2. Moreira J, Saraiva L, Pinto MM, Cidade H..  (2020)  Diarylpentanoids with antitumor activity: A critical review of structure-activity relationship studies.,  192  [PMID:32172081] [10.1016/j.ejmech.2020.112177]

Source

Source(1):

• Scientific Literature