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]-N-{2-[(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]ethyl}propanamide

ID: ALA2368482

PubChem CID: 58623313

Max Phase: Preclinical

Molecular Formula: C35H55NO9

Molecular Weight: 633.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](CCNC(=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/C35H55NO9/c1-19-7-9-25-21(3)27(38-30-34(25)23(19)13-16-32(5,40-30)42-44-34)11-12-29(37)36-18-15-28-22(4)26-10-8-20(2)24-14-17-33(6)41-31(39-28)35(24,26)45-43-33/h19-28,30-31H,7-18H2,1-6H3,(H,36,37)/t19-,20-,21-,22-,23+,24+,25+,26+,27-,28-,30-,31-,32+,33+,34-,35-/m1/s1

Standard InChI Key:  QDNYGRJDRIMPOK-ORSOSKJUSA-N

Molfile:  

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Alternative Forms

1. Parent:

   

   ALA2368482

   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]-N-[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]ethyl]propanamide

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: 633.82

Molecular Weight (Monoisotopic): 633.3877

AlogP: 5.77

#Rotatable Bonds: 6

Polar Surface Area: 102.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.06

CX LogD: 6.06

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.37

Np Likeness Score: 1.42

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