bis-(E)-(((1aR,7aS,10aS,10bS)-1a-Methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca-[1,2-b]furan-5-yl)methyl)butane-1,4-diyldicarbamate

ID: ALA3634462

Chembl Id: CHEMBL3634462

PubChem CID: 121390856

Max Phase: Preclinical

Molecular Formula: C36H48N2O10

Molecular Weight: 668.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)NCCCCNC(=O)OC/C1=C/CC[C@@]3(C)O[C@H]3[C@H]3OC(=O)C(=C)[C@@H]3CC1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C36H48N2O10/c1-21-25-13-11-23(9-7-15-35(3)29(47-35)27(25)45-31(21)39)19-43-33(41)37-17-5-6-18-38-34(42)44-20-24-10-8-16-36(4)30(48-36)28-26(14-12-24)22(2)32(40)46-28/h9-10,25-30H,1-2,5-8,11-20H2,3-4H3,(H,37,41)(H,38,42)/b23-9+,24-10+/t25-,26-,27-,28-,29-,30-,35+,36+/m0/s1

Standard InChI Key:  LYTQQLYWFOFSTN-IPZJNBEYSA-N

Alternative Forms

1. Parent:

   

   ALA3634462

   ---

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: 668.78

Molecular Weight (Monoisotopic): 668.3309

AlogP: 4.73

#Rotatable Bonds: 9

Polar Surface Area: 154.32

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 0

Heavy Atoms: 48

QED Weighted: 0.09

Np Likeness Score: 1.25

References

1. Janganati V, Ponder J, Jordan CT, Borrelli MJ, Penthala NR, Crooks PA..  (2015)  Dimers of Melampomagnolide B Exhibit Potent Anticancer Activity against Hematological and Solid Tumor Cells.,  58  (22): [PMID:26540463] [10.1021/acs.jmedchem.5b01187]

Source

Source(1):

• Scientific Literature