1-Isobutyryl-3,5-bis((E)-3,4,5-trimethoxybenzylidene)piperidin-4-one

ID: ALA4175483

Chembl Id: CHEMBL4175483

PubChem CID: 141735405

Max Phase: Preclinical

Molecular Formula: C29H35NO8

Molecular Weight: 525.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\CN(C(=O)C(C)C)C/C(=C\c3cc(OC)c(OC)c(OC)c3)C2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C29H35NO8/c1-17(2)29(32)30-15-20(9-18-11-22(33-3)27(37-7)23(12-18)34-4)26(31)21(16-30)10-19-13-24(35-5)28(38-8)25(14-19)36-6/h9-14,17H,15-16H2,1-8H3/b20-9+,21-10+

Standard InChI Key:  UIFGWEBUUBLUPK-VDEHPEQNSA-N

Alternative Forms

1. Parent:

   

   ALA4175483

   ---

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: 525.60

Molecular Weight (Monoisotopic): 525.2363

AlogP: 4.27

#Rotatable Bonds: 9

Polar Surface Area: 92.76

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.45

Np Likeness Score: -0.13

References

1. Chen L, Li Q, Weng B, Wang J, Zhou Y, Cheng D, Sirirak T, Qiu P, Wu J..  (2018)  Design, synthesis, anti-lung cancer activity, and chemosensitization of tumor-selective MCACs based on ROS-mediated JNK pathway activation and NF-κB pathway inhibition.,  151  [PMID:29655083] [10.1016/j.ejmech.2018.03.051]

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