3',4'-dihydrospiro[adamantane-2,2'-pyrrole]-5'-ol

ID: ALA1172240

PubChem CID: 10442952

Max Phase: Preclinical

Molecular Formula: C13H19NO

Molecular Weight: 205.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCC2(N1)C1CC3CC(C1)CC2C3

Standard InChI:  InChI=1S/C13H19NO/c15-12-1-2-13(14-12)10-4-8-3-9(6-10)7-11(13)5-8/h8-11H,1-7H2,(H,14,15)

Standard InChI Key:  CGXGSOKIYGVUOZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 18  0  0  0  0  0  0  0  0999 V2000
    6.3191   -8.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0912   -8.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6114   -8.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1588   -9.4474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -9.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575  -10.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997   -9.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0589  -10.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080  -10.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8128  -10.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569  -10.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -9.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6137   -8.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -9.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4365   -8.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  6  7  1  0
  6  8  1  0
  7  9  1  0
  8 10  1  0
  9 11  1  0
 10 11  1  0
 12 13  1  0
  8 12  1  0
  7 14  1  0
 11  5  1  0
  5 13  1  0
 13 14  1  0
  3  4  1  0
  3 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1172240

   Spiro[adamantane-2,5'-pyrrolidine]-2'-one

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: 205.30

Molecular Weight (Monoisotopic): 205.1467

AlogP: 2.09

#Rotatable Bonds: ┄

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.52

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.64

Np Likeness Score: 0.68

References

1. Eleftheratos S, Spearpoint P, Ortore G, Kolocouris A, Martinelli A, Martin S, Hay A..  (2010)  Interaction of aminoadamantane derivatives with the influenza A virus M2 channel-docking using a pore blocking model.,  20  (14): [PMID:20570509] [10.1016/j.bmcl.2010.05.049]

Source

Source(1):

• Scientific Literature