2-{dispiro[adamantane-2,2'-[1,3,4,6]tetraoxane-5',1''-cyclohexane]-4''-yl}acetic acid

ID: ALA1830030

Cas Number: 923267-23-6

PubChem CID: 15946778

Product Number: M333839, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H26O6

Molecular Weight: 338.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC1CCC2(CC1)OOC1(OO2)C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C18H26O6/c19-16(20)10-11-1-3-17(4-2-11)21-23-18(24-22-17)14-6-12-5-13(8-14)9-15(18)7-12/h11-15H,1-10H2,(H,19,20)

Standard InChI Key:  KXOXRSVQUACCHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   16.3685    0.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2705    0.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1810    0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7582    0.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6843   -0.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5015    0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6087    1.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4241    1.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6700    1.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9196    0.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5824    0.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1637    1.5614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3355    1.5589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3382    0.1180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1728    0.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9926    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8130    0.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2295    0.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8193    1.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9926    1.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0583    0.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4695    0.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2982    0.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0518   -0.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
 11 15  1  0
 12 13  1  0
 13 10  1  0
 10 14  1  0
 14 15  1  0
 11 16  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
 11 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6 10  1  0
 18 21  1  0
 10  8  1  0
 21 22  1  0
  8  9  1  0
 22 23  2  0
 11 12  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1830030

   MT04

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: 338.40

Molecular Weight (Monoisotopic): 338.1729

AlogP: 3.41

#Rotatable Bonds: 2

Polar Surface Area: 74.22

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.80

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 0.71

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: 0.96

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