(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-10-[2-({2-[(1R,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]ethane}sulfinyl)ethyl]-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane

ID: ALA2368477

PubChem CID: 73355968

Max Phase: Preclinical

Molecular Formula: C34H54O9S

Molecular Weight: 638.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](CC[S+]([O-])CC[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/C34H54O9S/c1-19-7-9-25-21(3)27(36-29-33(25)23(19)11-15-31(5,38-29)40-42-33)13-17-44(35)18-14-28-22(4)26-10-8-20(2)24-12-16-32(6)39-30(37-28)34(24,26)43-41-32/h19-30H,7-18H2,1-6H3/t19-,20-,21-,22-,23+,24+,25+,26+,27-,28-,29-,30-,31-,32+,33-,34-,44?/m1/s1

Standard InChI Key:  DKJUGBNRMHLOHT-CRNWYAJQSA-N

Molfile:  

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M  CHG  2  43   1  44  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2368477

   (1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-10-[2-[2-[(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]ethylsulfinyl]ethyl]-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane

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: 638.86

Molecular Weight (Monoisotopic): 638.3489

AlogP: 6.02

#Rotatable Bonds: 6

Polar Surface Area: 96.90

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 5.43

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.26

Np Likeness Score: 1.65

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