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

ID: ALA5207472

PubChem CID: 168296819

Max Phase: Preclinical

Molecular Formula: C21H26O5

Molecular Weight: 358.43

Names and Identifiers

Canonical SMILES:  C=C(c1ccc(OC(C)(C)CO)c2ccccc12)C1COC(C)(C)OO1

Standard InChI:  InChI=1S/C21H26O5/c1-14(19-12-23-21(4,5)26-25-19)15-10-11-18(24-20(2,3)13-22)17-9-7-6-8-16(15)17/h6-11,19,22H,1,12-13H2,2-5H3

Standard InChI Key:  MDTIOMROVVYNEZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   25.8653  -11.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2781  -12.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865  -11.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7537  -12.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9365  -12.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3451  -13.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9948  -10.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9936  -11.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4085  -10.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6999   -9.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4113  -11.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6982  -11.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6937  -12.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4007  -12.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1139  -12.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1200  -11.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9832  -12.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5679  -12.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8630  -12.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8294  -11.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5354  -11.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8327  -10.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5277  -12.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2297  -12.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9467  -11.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2403  -11.1209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  2  0
  8 12  1  0
 11  9  1  0
  9 10  2  0
 10  7  1  0
 11 12  2  0
 11 16  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 13 17  1  0
 17  2  1  0
  2 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 21 26  1  0
 23 24  1  0
 24  5  1  0
  5 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207472

   ---

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: 358.43

Molecular Weight (Monoisotopic): 358.1780

AlogP: 4.09

#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: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: 0.73

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