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

ID: ALA2391216

PubChem CID: 73356539

Max Phase: Preclinical

Molecular Formula: C41H30F4N2O4

Molecular Weight: 690.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=C\c2ccc(F)cc2)CN(C(=O)CC(=O)N2C/C(=C\c3ccc(F)cc3)C(=O)/C(=C/c3ccc(F)cc3)C2)C/C1=C\c1ccc(F)cc1

Standard InChI:  InChI=1S/C41H30F4N2O4/c42-34-9-1-26(2-10-34)17-30-22-46(23-31(40(30)50)18-27-3-11-35(43)12-4-27)38(48)21-39(49)47-24-32(19-28-5-13-36(44)14-6-28)41(51)33(25-47)20-29-7-15-37(45)16-8-29/h1-20H,21-25H2/b30-17-,31-18+,32-19+,33-20+

Standard InChI Key:  VSNQWWMPPUVVDP-AXUCMBSASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2391216

   1-[(3E,5E)-3,5-bis[(4-fluorophenyl)methylidene]-4-oxopiperidin-1-yl]-3-[(3Z,5E)-3,5-bis[(4-fluorophenyl)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: 690.69

Molecular Weight (Monoisotopic): 690.2142

AlogP: 7.09

#Rotatable Bonds: 6

Polar Surface Area: 74.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.14

CX Basic pKa: ┄

CX LogP: 7.70

CX LogD: 7.70

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.12

Np Likeness Score: -0.27

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