2-(4-(1-(3,3-dimethyl-1,2,4-trioxan-6-yl)vinyl)naphthalen-1-yloxy)ethanol

ID: ALA5208794

PubChem CID: 168295772

Max Phase: Preclinical

Molecular Formula: C19H22O5

Molecular Weight: 330.38

Names and Identifiers

Canonical SMILES:  C=C(c1ccc(OCCO)c2ccccc12)C1COC(C)(C)OO1

Standard InChI:  InChI=1S/C19H22O5/c1-13(18-12-22-19(2,3)24-23-18)14-8-9-17(21-11-10-20)16-7-5-4-6-15(14)16/h4-9,18,20H,1,10-12H2,2-3H3

Standard InChI Key:  VOIMTCGREZBHFW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.0644   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2472   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6558   -5.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3055   -2.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3044   -3.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7193   -2.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0106   -2.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7221   -3.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0090   -4.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0045   -4.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7115   -5.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4246   -4.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4308   -4.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2940   -5.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5891   -4.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8786   -5.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1737   -4.8455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1401   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8462   -4.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1435   -2.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8385   -4.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5404   -5.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2575   -4.0707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5510   -3.6548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  9  1  0
  8  6  1  0
  6  7  2  0
  7  4  1  0
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  8 13  1  0
  9 10  1  0
 10 11  2  0
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 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 19 24  1  0
 21 22  1  0
 22  2  1  0
  2 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208794

   ---

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: 330.38

Molecular Weight (Monoisotopic): 330.1467

AlogP: 3.31

#Rotatable Bonds: 5

Polar Surface Area: 57.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: 0.71

References

1. Karnatak M, Hassam M, Vanangamudi M, Sharma S, Kumar Yadav D, Singh C, Puri SK, Rawat V, Prakash Verma V..  (2021)  Novel naphthyl based 1,2,4-trioxanes: Synthesis and in vivo efficacy in the Plasmodium yoelii nigeriensis in Swiss mice.,  51  [PMID:34547418] [10.1016/j.bmcl.2021.128372]

Source

Source(1):

• Scientific Literature