1-phenyl-1-spiro[tricyclo[3.3.1.13,7]decane-2,3'-(dihydro[1,2,4]trioxane)]-6-ylethylene

ID: ALA147878

Chembl Id: CHEMBL147878

PubChem CID: 15934393

Max Phase: Preclinical

Molecular Formula: C20H24O3

Molecular Weight: 312.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(c1ccccc1)C1COC2(OO1)C1CC3CC(C1)CC2C3

Standard InChI:  InChI=1S/C20H24O3/c1-13(16-5-3-2-4-6-16)19-12-21-20(23-22-19)17-8-14-7-15(10-17)11-18(20)9-14/h2-6,14-15,17-19H,1,7-12H2

Standard InChI Key:  YZVZZEPEBQFDHM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA147878

   6-(1-Phenylethenyl)spiro[1,2,4-trioxane-3,2'-adamantane]

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: 312.41

Molecular Weight (Monoisotopic): 312.1725

AlogP: 4.20

#Rotatable Bonds: 2

Polar Surface Area: 27.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.84

CX LogD: 4.84

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: 1.05

References

1. Singh C, Misra D, Saxena G, Chandra S.  (1992)  Synthesis of in vivo potent antimalarial 1,2,4-trioxanes,  2  (5): [10.1016/S0960-894X(00)80177-8]

2. Singh C, Kanchan R, Sharma U, Puri SK..  (2007)  New adamantane-based spiro 1,2,4-trioxanes orally effective against rodent and simian malaria.,  50  (3): [PMID:17266204] [10.1021/jm0610043]

3. 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