1,2-bis[3,5-bis(3,4,5-Trimethoxybenzylidene)-4-oxo-piperidin-1-yl]ethane-1,2-dione

ID: ALA3313947

PubChem CID: 71699613

Max Phase: Preclinical

Molecular Formula: C52H56N2O16

Molecular Weight: 965.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\CN(C(=O)C(=O)N3C/C(=C\c4cc(OC)c(OC)c(OC)c4)C(=O)/C(=C/c4cc(OC)c(OC)c(OC)c4)C3)C/C(=C\c3cc(OC)c(OC)c(OC)c3)C2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C52H56N2O16/c1-59-37-17-29(18-38(60-2)47(37)67-9)13-33-25-53(26-34(45(33)55)14-30-19-39(61-3)48(68-10)40(20-30)62-4)51(57)52(58)54-27-35(15-31-21-41(63-5)49(69-11)42(22-31)64-6)46(56)36(28-54)16-32-23-43(65-7)50(70-12)44(24-32)66-8/h13-24H,25-28H2,1-12H3/b33-13+,34-14+,35-15+,36-16+

Standard InChI Key:  QEQDWODQPYQWBS-NISQQORLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3313947

   1,2-bis[(3E,5E)-4-oxo-3,5-bis[(3,4,5-trimethoxyphenyl)methylidene]piperidin-1-yl]ethane-1,2-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: 965.02

Molecular Weight (Monoisotopic): 964.3630

AlogP: 6.25

#Rotatable Bonds: 16

Polar Surface Area: 185.52

Molecular Species: NEUTRAL

HBA: 16

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.31

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 70

QED Weighted: 0.09

Np Likeness Score: -0.05

References

1. 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