trans-3-Carboxymethyl-7,8,15-trioxadispiro[5.2.5.2]hexadecane

ID: ALA1830035

PubChem CID: 56673834

Max Phase: Preclinical

Molecular Formula: C15H24O5

Molecular Weight: 284.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C[C@H]1CC[C@]2(CC1)COC1(CCCCC1)OO2

Standard InChI:  InChI=1S/C15H24O5/c16-13(17)10-12-4-8-14(9-5-12)11-18-15(20-19-14)6-2-1-3-7-15/h12H,1-11H2,(H,16,17)/t12-,14-

Standard InChI Key:  ZTWWGFYORUTLIR-MQMHXKEQSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   15.1125   -6.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6958   -6.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8714   -6.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4574   -6.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8741   -7.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7048   -7.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7708   -6.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3542   -6.0583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5298   -6.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5324   -7.4950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3631   -7.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1792   -7.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9958   -7.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4104   -6.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0020   -6.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1792   -6.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2354   -6.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6446   -7.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4696   -7.5058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2288   -8.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9  1  1  0
  1 10  1  0
 10 11  1  0
  7 12  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  6
  1  2  1  0
  7 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1  6  1  0
 14 17  1  1
  2  3  1  0
 17 18  1  0
  3  4  1  0
 18 19  2  0
  7 11  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1830035

   2-(8,15,16-Trioxadispiro[5.2.59.26]hexadecan-3-yl)acetic acid

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: 284.35

Molecular Weight (Monoisotopic): 284.1624

AlogP: 3.03

#Rotatable Bonds: 2

Polar Surface Area: 64.99

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.00

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: -0.09

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 0.85

References

1. Wang X, Zhao Q, Vargas M, Dong Y, Sriraghavan K, Keiser J, Vennerstrom JL..  (2011)  The activity of dispiro peroxides against Fasciola hepatica.,  21  (18): [PMID:21802291] [10.1016/j.bmcl.2011.07.024]

Source

Source(1):

• Scientific Literature