2-(5-(4-(1-(6,7,10-trioxaspiro[4.5]decan-8-yl)vinyl)phenoxy)naphthalen-1-yloxy)ethanol

ID: ALA4857093

PubChem CID: 44233048

Max Phase: Preclinical

Molecular Formula: C27H28O6

Molecular Weight: 448.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(c1ccc(Oc2cccc3c(OCCO)cccc23)cc1)C1COC2(CCCC2)OO1

Standard InChI:  InChI=1S/C27H28O6/c1-19(26-18-30-27(33-32-26)14-2-3-15-27)20-10-12-21(13-11-20)31-25-9-5-6-22-23(25)7-4-8-24(22)29-17-16-28/h4-13,26,28H,1-3,14-18H2

Standard InChI Key:  IIGDDBUMDWHWDQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.0204   -3.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2032   -3.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9050   -3.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4835   -2.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1899   -1.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1876   -1.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4798   -0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7727   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7784   -1.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0732   -2.3481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3630   -1.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6578   -2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9477   -1.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857093

   2-[5-[4-[1-(6,7,10-Trioxaspiro[4.5]decan-8-yl)ethenyl]phenoxy]naphthalen-1-yl]oxyethanol

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: 448.52

Molecular Weight (Monoisotopic): 448.1886

AlogP: 5.63

#Rotatable Bonds: 7

Polar Surface Area: 66.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: 0.37

References

1. Shukla M, Hassam M, Kumar Yadav D, Sharma S, Singh C, Puri SK, Shrivastava R, Prakash Verma V..  (2021)  Synthesis of novel 1,2,4-trioxanes and antimalarial evaluation against multidrug-resistant Plasmodium yoelii nigeriensis.,  49  [PMID:34365007] [10.1016/j.bmcl.2021.128305]

Source

Source(1):

• Scientific Literature