3,5-bis(2,3-dimethoxybenzylidene)piperidin-4-one

ID: ALA3338597

Chembl Id: CHEMBL3338597

PubChem CID: 118715399

Max Phase: Preclinical

Molecular Formula: C23H25NO5

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C2\CNC/C(=C\c3cccc(OC)c3OC)C2=O)c1OC

Standard InChI:  InChI=1S/C23H25NO5/c1-26-19-9-5-7-15(22(19)28-3)11-17-13-24-14-18(21(17)25)12-16-8-6-10-20(27-2)23(16)29-4/h5-12,24H,13-14H2,1-4H3/b17-11+,18-12+

Standard InChI Key:  KETWMVAPZGAUOA-JYFOCSDGSA-N

Alternative Forms

1. Parent:

   

   ALA3338597

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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: 395.46

Molecular Weight (Monoisotopic): 395.1733

AlogP: 3.36

#Rotatable Bonds: 6

Polar Surface Area: 66.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.33

CX LogP: 3.27

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.76

Np Likeness Score: -0.12

References

1. Singh RS, Michel D, Das U, Dimmock JR, Alcorn J..  (2014)  Cytotoxic 1,5-diaryl-3-oxo-1,5-pentadienes: an assessment and comparison of membrane permeability using Caco-2 and MDCK monolayers.,  24  (22): [PMID:25442312] [10.1016/j.bmcl.2014.09.074]

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