1-((2R,4S,5S)-4-azido-5-((((3S,5aS,6R,8aS,9R,10S,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA5267740

Max Phase: Preclinical

Molecular Formula: C25H35N5O8

Molecular Weight: 533.58

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO[C@H]3OC4O[C@]5(C)CC[C@H]6[C@H](C)CC[C@@H]([C@H]3C)[C@@]46OO5)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C25H35N5O8/c1-12-5-6-16-14(3)21(35-22-25(16)15(12)7-8-24(4,36-22)37-38-25)33-11-18-17(28-29-26)9-19(34-18)30-10-13(2)20(31)27-23(30)32/h10,12,14-19,21-22H,5-9,11H2,1-4H3,(H,27,31,32)/t12-,14-,15+,16+,17+,18-,19-,21+,22?,24+,25-/m1/s1

Standard InChI Key:  LOTKZHJTIXHAKL-WNTPEEFDSA-N

Molfile:  

 
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M  CHG  2  30   1  31  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5267740

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 533.58

Molecular Weight (Monoisotopic): 533.2486

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 159.00

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.96

CX Basic pKa: ┄

CX LogP: 3.70

CX LogD: 3.59

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: 2.42

References

1. Sharma B, Singh P, Singh AK, Awasthi SK..  (2021)  Advancement of chimeric hybrid drugs to cure malaria infection: An overview with special emphasis on endoperoxide pharmacophores.,  219  [PMID:33989911] [10.1016/j.ejmech.2021.113408]

Source

Source(1):

• Scientific Literature