3,5-bis(3,5-dibromo-4-hydroxybenzylidene)-1-methylpiperidin-4-one

ID: ALA259457

Chembl Id: CHEMBL259457

PubChem CID: 24827558

Max Phase: Preclinical

Molecular Formula: C20H15Br4NO3

Molecular Weight: 636.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C/C(=C\c2cc(Br)c(O)c(Br)c2)C(=O)/C(=C/c2cc(Br)c(O)c(Br)c2)C1

Standard InChI:  InChI=1S/C20H15Br4NO3/c1-25-8-12(2-10-4-14(21)19(27)15(22)5-10)18(26)13(9-25)3-11-6-16(23)20(28)17(24)7-11/h2-7,27-28H,8-9H2,1H3/b12-2+,13-3+

Standard InChI Key:  SBZKOOAOHRJMSI-TUOIWHRTSA-N

Alternative Forms

1. Parent:

   

   ALA259457

   (3E,5E)-3,5-bis[(3,5-dibromo-4-hydroxyphenyl)methylidene]-1-methylpiperidin-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: 636.96

Molecular Weight (Monoisotopic): 632.7785

AlogP: 6.13

#Rotatable Bonds: 2

Polar Surface Area: 60.77

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.01

CX Basic pKa: 4.87

CX LogP: 6.45

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.39

Np Likeness Score: -0.02

References

1. Mai A, Cheng D, Bedford MT, Valente S, Nebbioso A, Perrone A, Brosch G, Sbardella G, De Bellis F, Miceli M, Altucci L..  (2008)  epigenetic multiple ligands: mixed histone/protein methyltransferase, acetyltransferase, and class III deacetylase (sirtuin) inhibitors.,  51  (7): [PMID:18348515] [10.1021/jm701595q]

Source

Source(1):

• Scientific Literature