2,2-dimethyl-3-(((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methoxy)-2,3-dihydronaphtho[1,2-b]furan-4,5-dione

ID: ALA4447630

PubChem CID: 71525255

Max Phase: Preclinical

Molecular Formula: C26H30O9

Molecular Weight: 486.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@@H]2O[C@@H](COC3C4=C(OC3(C)C)c3ccccc3C(=O)C4=O)[C@H]3OC(C)(C)O[C@H]3[C@@H]2O1

Standard InChI:  InChI=1S/C26H30O9/c1-24(2)22(15-17(28)16(27)12-9-7-8-10-13(12)18(15)31-24)29-11-14-19-20(33-25(3,4)32-19)21-23(30-14)35-26(5,6)34-21/h7-10,14,19-23H,11H2,1-6H3/t14-,19+,20+,21-,22?,23-/m0/s1

Standard InChI Key:  GYARFLWMYFKNBZ-ADFNPOGKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4447630

   2,2-dimethyl-3-[[(1R,2S,6S,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]-3H-benzo[g][1]benzofuran-4,5-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 486.52

Molecular Weight (Monoisotopic): 486.1890

AlogP: 2.75

#Rotatable Bonds: 3

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.60

Np Likeness Score: 1.08

References

1. da Silva Júnior EN, Jardim GAM, Jacob C, Dhawa U, Ackermann L, de Castro SL..  (2019)  Synthesis of quinones with highlighted biological applications: A critical update on the strategies towards bioactive compounds with emphasis on lapachones.,  179  [PMID:31306817] [10.1016/j.ejmech.2019.06.056]

2. Gong Q, Hu J, Wang P, Li X, Zhang X..  (2021)  A comprehensive review on β-lapachone: Mechanisms, structural modifications, and therapeutic potentials.,  210  [PMID:33158575] [10.1016/j.ejmech.2020.112962]

Source

Source(1):

• Scientific Literature