2,4-bis(3-bromo-4-hydroxybenzylidene)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-one

ID: ALA258903

Chembl Id: CHEMBL258903

PubChem CID: 44450276

Max Phase: Preclinical

Molecular Formula: C22H19Br2NO3

Molecular Weight: 505.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C2CCC1/C(=C\c1ccc(O)c(Br)c1)C(=O)/C2=C/c1ccc(O)c(Br)c1

Standard InChI:  InChI=1S/C22H19Br2NO3/c1-25-18-4-5-19(25)15(9-13-3-7-21(27)17(24)11-13)22(28)14(18)8-12-2-6-20(26)16(23)10-12/h2-3,6-11,18-19,26-27H,4-5H2,1H3/b14-8+,15-9+

Standard InChI Key:  ADSFRHFRKULXNN-VOMDNODZSA-N

Alternative Forms

1. Parent:

   

   ALA258903

   (2E,4E)-2,4-bis[(3-bromo-4-hydroxyphenyl)methylidene]-8-methyl-8-azabicyclo[3.2.1]octan-3-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: 505.21

Molecular Weight (Monoisotopic): 502.9732

AlogP: 5.14

#Rotatable Bonds: 2

Polar Surface Area: 60.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.43

CX Basic pKa: 6.75

CX LogP: 5.30

CX LogD: 5.22

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: 0.39

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