1,3-bis-[3,5-bis(3,4-Dimethoxybenzylidene)-4-oxo-piperidin-1yl]propane-1,3-dione

ID: ALA2391218

PubChem CID: 73350499

Max Phase: Preclinical

Molecular Formula: C49H50N2O12

Molecular Weight: 858.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2/CN(C(=O)CC(=O)N3C/C(=C\c4ccc(OC)c(OC)c4)C(=O)/C(=C/c4ccc(OC)c(OC)c4)C3)C/C(=C\c3ccc(OC)c(OC)c3)C2=O)cc1OC

Standard InChI:  InChI=1S/C49H50N2O12/c1-56-38-13-9-30(21-42(38)60-5)17-34-26-50(27-35(48(34)54)18-31-10-14-39(57-2)43(22-31)61-6)46(52)25-47(53)51-28-36(19-32-11-15-40(58-3)44(23-32)62-7)49(55)37(29-51)20-33-12-16-41(59-4)45(24-33)63-8/h9-24H,25-29H2,1-8H3/b34-17-,35-18+,36-19+,37-20+

Standard InChI Key:  QCNMQGTUADPHIF-JYMBKYNUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2391218

   1-[(3E,5E)-3,5-bis[(3,4-dimethoxyphenyl)methylidene]-4-oxopiperidin-1-yl]-3-[(3Z,5E)-3,5-bis[(3,4-dimethoxyphenyl)methylidene]-4-oxopiperidin-1-yl]propane-1,3-dione

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: 858.94

Molecular Weight (Monoisotopic): 858.3364

AlogP: 6.60

#Rotatable Bonds: 14

Polar Surface Area: 148.60

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.14

CX Basic pKa: ┄

CX LogP: 5.87

CX LogD: 5.87

Aromatic Rings: 4

Heavy Atoms: 63

QED Weighted: 0.10

Np Likeness Score: -0.08

References

1. Das S, Das U, Michel D, Gorecki DK, Dimmock JR..  (2013)  Novel 3,5-bis(arylidene)-4-piperidone dimers: potent cytotoxins against colon cancer cells.,  64  [PMID:23644215] [10.1016/j.ejmech.2013.03.055]

2. Santiago-Vazquez Y, Das S, Das U, Robles-Escajeda E, Ortega NM, Lema C, Varela-Ramírez A, Aguilera RJ, Balzarini J, De Clercq E, Dimmock SG, Gorecki DK, Dimmock JR..  (2014)  Novel 3,5-bis(arylidene)-4-oxo-1-piperidinyl dimers: structure-activity relationships and potent antileukemic and antilymphoma cytotoxicity.,  77  [PMID:24657568] [10.1016/j.ejmech.2014.03.009]

Source

Source(1):

• Scientific Literature