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)pentane-1,5-diyldicarbamate

ID: ALA3634463

Chembl Id: CHEMBL3634463

PubChem CID: 121390741

Max Phase: Preclinical

Molecular Formula: C37H50N2O10

Molecular Weight: 682.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)NCCCCCNC(=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/C37H50N2O10/c1-22-26-14-12-24(10-8-16-36(3)30(48-36)28(26)46-32(22)40)20-44-34(42)38-18-6-5-7-19-39-35(43)45-21-25-11-9-17-37(4)31(49-37)29-27(15-13-25)23(2)33(41)47-29/h10-11,26-31H,1-2,5-9,12-21H2,3-4H3,(H,38,42)(H,39,43)/b24-10+,25-11+/t26-,27-,28-,29-,30-,31-,36+,37+/m0/s1

Standard InChI Key:  GUCJTAZQYBMHLY-YQZUZBKMSA-N

Alternative Forms

1. Parent:

   

   ALA3634463

   ---

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: 682.81

Molecular Weight (Monoisotopic): 682.3465

AlogP: 5.12

#Rotatable Bonds: 10

Polar Surface Area: 154.32

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 0

Heavy Atoms: 49

QED Weighted: 0.08

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