1,3-bis({3-[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]propyl}) propanedioate

ID: ALA2368483

PubChem CID: 73349932

Max Phase: Preclinical

Molecular Formula: C39H60O12

Molecular Weight: 720.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](CCCOC(=O)CC(=O)OCCC[C@H]2O[C@@H]3O[C@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)O[C@@H]2O[C@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C39H60O12/c1-22-11-13-28-24(3)30(44-34-38(28)26(22)15-17-36(5,46-34)48-50-38)9-7-19-42-32(40)21-33(41)43-20-8-10-31-25(4)29-14-12-23(2)27-16-18-37(6)47-35(45-31)39(27,29)51-49-37/h22-31,34-35H,7-21H2,1-6H3/t22-,23-,24-,25-,26+,27+,28+,29+,30-,31-,34-,35-,36+,37+,38-,39-/m1/s1

Standard InChI Key:  WSZOZLHJAILYOJ-UNJKPMEESA-N

Molfile:  

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Alternative Forms

1. Parent:

   

   ALA2368483

   bis[3-[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]propyl] propanedioate

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: 720.90

Molecular Weight (Monoisotopic): 720.4085

AlogP: 6.52

#Rotatable Bonds: 10

Polar Surface Area: 126.44

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.36

CX Basic pKa: ┄

CX LogP: 7.53

CX LogD: 7.53

Aromatic Rings: ┄

Heavy Atoms: 51

QED Weighted: 0.11

Np Likeness Score: 1.56

References

1. Jung M, Tak J, Chung WY, Park KK..  (2006)  Antiangiogenic activity of deoxoartemisinin derivatives on chorioallantoic membrane.,  16  (5): [PMID:16380253] [10.1016/j.bmcl.2005.11.074]

Source

Source(1):

• Scientific Literature