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

ID: ALA1830038

PubChem CID: 56680481

Max Phase: Preclinical

Molecular Formula: C14H22O5

Molecular Weight: 270.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H22O5/c15-12(16)11-4-8-13(9-5-11)10-17-14(19-18-13)6-2-1-3-7-14/h11H,1-10H2,(H,15,16)/t11-,13-

Standard InChI Key:  UBPPSYKKXWBJCJ-AULYBMBSSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   15.0875  -10.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6708   -9.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8464   -9.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4324  -10.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8491  -10.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6798  -10.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7458  -10.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3292   -9.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5048   -9.5608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5074  -10.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381  -10.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1542  -10.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9708  -10.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3854  -10.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9770   -9.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1542   -9.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2104  -10.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6196  -11.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6261   -9.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7 11  1  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
 17 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1830038

   8,15,16-Trioxadispiro[5.2.59.26]hexadecane-3-carboxylic 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: 270.32

Molecular Weight (Monoisotopic): 270.1467

AlogP: 2.64

#Rotatable Bonds: 1

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: 4.05

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: -0.25

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.74

Np Likeness Score: 0.81

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