Adamantane-2-spiro-3'-8'-carboxymethyl-1',2'-dioxaspiro[4.5]-decane

ID: ALA1098011

PubChem CID: 46238244

Max Phase: Preclinical

Molecular Formula: C19H28O4

Molecular Weight: 320.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C[C@H]1CC[C@@]2(CC1)C[C@@]1(OO2)C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C19H28O4/c20-17(21)10-12-1-3-18(4-2-12)11-19(23-22-18)15-6-13-5-14(8-15)9-16(19)7-13/h12-16H,1-11H2,(H,20,21)/t12-,13?,14?,15?,16?,18+,19-

Standard InChI Key:  AIYCSSXPVIVAKF-UWUANXTMSA-N

Molfile:  

     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
   10.5981  -21.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2061  -21.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9479  -20.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2108  -22.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0817  -20.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9224  -21.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7600  -20.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8741  -21.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9491  -21.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3197  -20.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4571  -21.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2739  -21.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4071  -22.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5714  -21.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0621  -21.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1342  -20.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1841  -22.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3096  -20.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3596  -22.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3953  -21.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8332  -22.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4498  -22.9035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6599  -22.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  6  2  1  0
  7  3  1  0
  8 12  1  0
  9 10  1  0
 10  5  1  0
 11  4  1  0
 12  5  1  0
 13  4  1  0
 14 17  1  0
 15  8  1  0
 16 18  1  0
 17 19  1  0
 18  6  1  0
 19  6  1  0
  8 13  1  0
  9 11  1  0
  6  7  1  1
  9 15  1  0
 16 14  1  0
 14 20  1  1
  2  1  1  0
 20 21  1  0
  1  3  1  1
  4  1  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098011

   CID 46238244

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: 320.43

Molecular Weight (Monoisotopic): 320.1988

AlogP: 3.94

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 0.31

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 1.01

References

1. Zhao Q, Vargas M, Dong Y, Zhou L, Wang X, Sriraghavan K, Keiser J, Vennerstrom JL..  (2010)  Structure-activity relationship of an ozonide carboxylic acid (OZ78) against Fasciola hepatica.,  53  (10): [PMID:20423101] [10.1021/jm100226t]

Source

Source(1):

• Scientific Literature