cis-Adamantane-2-spiro-3'-6'-carboxymethyl-1',2',4'-trioxaspiro-[4.5]decane

ID: ALA3084739

PubChem CID: 46238107

Max Phase: Preclinical

Molecular Formula: C18H26O5

Molecular Weight: 322.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C[C@H]1CCCC[C@@]12OOC1(O2)C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C18H26O5/c19-16(20)10-13-3-1-2-4-17(13)21-18(23-22-17)14-6-11-5-12(8-14)9-15(18)7-11/h11-15H,1-10H2,(H,19,20)/t11?,12?,13-,14?,15?,17-,18?/m1/s1

Standard InChI Key:  LJHVGTRVVXTLOZ-CNGGPPJOSA-N

Molfile:  

     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
    8.2189  -11.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9828  -11.6772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6865  -11.9958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4833  -10.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6684  -10.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9225  -12.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1214  -12.6969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9328   -9.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1973  -10.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9328  -10.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7479  -11.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6684   -9.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4833  -10.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1830  -13.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1973   -9.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3289  -12.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4068  -13.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6987  -12.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7766  -13.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8447  -11.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6209  -11.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7668  -10.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2511  -11.6612    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
  4  1  1  0
  9 11  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
 13  4  1  0
  6  7  1  1
  9 15  1  0
 16 14  1  0
 18 20  1  1
  2  1  1  0
 20 21  1  0
  1  3  1  0
 12  5  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3084739

   CID 46238107

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: 322.40

Molecular Weight (Monoisotopic): 322.1780

AlogP: 3.48

#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: 4.31

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 1.03

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: 1.50

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