8-[1-[4-(1-naphthyl)phenyl]vinyl]-6,7,10-trioxaspiro[4.5]decane

ID: ALA5285626

Max Phase: Preclinical

Molecular Formula: C25H24O3

Molecular Weight: 372.46

Names and Identifiers

Canonical SMILES:  C=C(c1ccc(-c2cccc3ccccc23)cc1)C1COC2(CCCC2)OO1

Standard InChI:  InChI=1S/C25H24O3/c1-18(24-17-26-25(28-27-24)15-4-5-16-25)19-11-13-21(14-12-19)23-10-6-8-20-7-2-3-9-22(20)23/h2-3,6-14,24H,1,4-5,15-17H2

Standard InChI Key:  PMMXZHHWZXMSFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    2.9213    0.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068    1.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -0.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068   -0.6209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -0.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777    1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0630    0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777    1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627   -0.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3651   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3666    0.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748    0.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2268   -0.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144   -1.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187   -0.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0793   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0795   -1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920   -1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065   -1.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081   -0.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218   -0.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268    0.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5199    1.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8016    0.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  3  7  1  0
  7  8  1  0
  7  9  2  0
 10  8  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  8 14  1  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  6 18  1  0
 19 12  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 19 24  1  0
 24 23  2  0
 23 25  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285626

   ---

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: 372.46

Molecular Weight (Monoisotopic): 372.1725

AlogP: 6.14

#Rotatable Bonds: 3

Polar Surface Area: 27.69

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.43

CX LogD: 6.43

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 0.40

References

1. Patel OPS, Beteck RM, Legoabe LJ..  (2021)  Exploration of artemisinin derivatives and synthetic peroxides in antimalarial drug discovery research.,  213  [PMID:33508479] [10.1016/j.ejmech.2021.113193]

Source

Source(1):

• Scientific Literature