cis-3-Carboxy-7,14,15-trioxadispiro[5.1.5.2]pentadecane

ID: ALA1830037

PubChem CID: 56666882

Max Phase: Preclinical

Molecular Formula: C13H20O5

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1CC[C@@]2(CC1)OOC1(CCCCC1)O2

Standard InChI:  InChI=1S/C13H20O5/c14-11(15)10-4-8-13(9-5-10)16-12(17-18-13)6-2-1-3-7-12/h10H,1-9H2,(H,14,15)/t10-,13-

Standard InChI Key:  DGMZQNAVGFBYCS-MJHDQNEOSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    6.1878  -10.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7709   -9.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9459   -9.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5316  -10.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485  -11.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7798  -11.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179  -10.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9265  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7438  -11.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1586  -10.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7500   -9.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9265   -9.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8614  -10.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2503   -9.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4266   -9.5563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9842  -10.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3938  -11.0475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4003   -9.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  5  6  1  0
  7  8  1  0
 13  7  1  0
  7 14  1  6
 14 15  1  0
 15  1  1  0
  1  2  1  0
 10 16  1  1
  1  6  1  0
 16 17  1  0
  2  3  1  0
 16 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1830037

   7,14,15-Trioxadispiro[5.1.58.26]pentadecane-11-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: 256.30

Molecular Weight (Monoisotopic): 256.1311

AlogP: 2.60

#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: 4.17

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: -0.05

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.73

Np Likeness Score: 0.88

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