N,N'-(piperazine-1,4-diylbis(propane-3,1-diyl))bis(3-((3S,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)propanamide)

ID: ALA5265884

Max Phase: Preclinical

Molecular Formula: C46H76N4O10

Molecular Weight: 845.13

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(CCC(=O)NCCCN3CCN(CCCNC(=O)CCC4O[C@H]5O[C@]6(C)CC[C@H]7[C@H](C)CC[C@@H]([C@H]4C)[C@@]57OO6)CC3)O[C@H]3O[C@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C46H76N4O10/c1-29-9-11-35-31(3)37(53-41-45(35)33(29)17-19-43(5,55-41)57-59-45)13-15-39(51)47-21-7-23-49-25-27-50(28-26-49)24-8-22-48-40(52)16-14-38-32(4)36-12-10-30(2)34-18-20-44(6)56-42(54-38)46(34,36)60-58-44/h29-38,41-42H,7-28H2,1-6H3,(H,47,51)(H,48,52)/t29-,30-,31-,32-,33+,34+,35+,36+,37?,38?,41+,42+,43+,44+,45-,46-/m1/s1

Standard InChI Key:  JVHGAAKZMCRLRS-OAZVRWERSA-N

Molfile:  

 
     RDKit          2D

 66 74  0  0  0  0  0  0  0  0999 V2000
   -6.3940    0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0540    1.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9716    2.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7966    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7966    1.9251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4841    1.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2266    1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2816    0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6216   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8791    0.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1916   -0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4765   -0.6050    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4490    0.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0540   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6041   -1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1541   -1.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2366   -0.3575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4291   -1.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8967   -0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3015   -2.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4191   -0.3300    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0242    0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6515    1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9640    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214    1.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338    0.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    1.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1313    0.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612    0.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7012    0.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -0.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7838   -0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0763   -0.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7363   -1.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5064   -0.7425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1664   -1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089   -0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4215   -0.1650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1641    0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8516   -0.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5941    0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8691    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4016    1.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5766    1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0540    1.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1266    1.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2091    0.3575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3015    2.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3642    0.3025    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2541   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0242   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1991   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4291   -1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7691   -1.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0265   -1.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441   -2.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6865   -1.9251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4490    0.6050    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -2.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1389    2.0075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13  1  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10 17  1  6
 15 18  1  0
 18 19  1  0
 19  9  1  0
 15 20  1  1
  9 21  1  6
  8 22  1  6
  1 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 31 30  1  0
 32 31  1  0
 33 32  1  0
 34 33  1  0
 34 35  1  0
 30 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 45 51  1  0
 50 52  1  0
 52 53  1  0
 46 53  1  6
 50 54  1  1
 47 55  1  6
 56 47  1  0
 56 57  1  6
 56 58  1  0
 58 59  1  0
 59 60  1  0
 60 46  1  0
 60 61  1  0
 61 43  1  0
 61 62  1  1
 60 63  1  6
 45 64  1  6
 40 65  2  0
 25 66  2  0
M  END

Alternative Forms

  1. Parent:

    ALA5265884

    ---

Associated Targets(Human)

SK-MEL (619 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
XF498 (12972 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 845.13Molecular Weight (Monoisotopic): 844.5561AlogP: 5.68#Rotatable Bonds: 14
Polar Surface Area: 138.52Molecular Species: NEUTRALHBA: 12HBD: 2
#RO5 Violations: 3HBA (Lipinski): 14HBD (Lipinski): 2#RO5 Violations (Lipinski): 3
CX Acidic pKa: CX Basic pKa: 7.97CX LogP: 5.41CX LogD: 4.73
Aromatic Rings: Heavy Atoms: 60QED Weighted: 0.16Np Likeness Score: 0.88

References

1. Fröhlich T, Çapcı Karagöz A, Reiter C, Tsogoeva SB..  (2016)  Artemisinin-Derived Dimers: Potent Antimalarial and Anticancer Agents.,  59  (16): [PMID:27010926] [10.1021/acs.jmedchem.5b01380]

Source