2-amino-2-adamantanemethanol

ID: ALA1275695

Cas Number: 55213-85-9

PubChem CID: 10773754

Max Phase: Preclinical

Molecular Formula: C11H19NO

Molecular Weight: 181.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1(CO)C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C11H19NO/c12-11(6-13)9-2-7-1-8(4-9)5-10(11)3-7/h7-10,13H,1-6,12H2

Standard InChI Key:  JNAKWHJSIJOZFK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 15  0  0  0  0  0  0  0  0999 V2000
    4.9212  -10.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5671   -9.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7315  -10.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2839   -9.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4899  -10.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0373   -9.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289   -9.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896   -8.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627   -8.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0433   -8.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6277   -8.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8418   -9.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4326   -8.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
 10  8  1  0
  8  9  1  0
 10 11  1  0
  1  2  1  0
 10 12  1  0
  1  3  1  0
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1275695

   (2-Aminoadamantan-2-yl)methanol

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: 181.28

Molecular Weight (Monoisotopic): 181.1467

AlogP: 1.13

#Rotatable Bonds: 1

Polar Surface Area: 46.25

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.25

CX LogP: 0.78

CX LogD: -1.84

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.64

Np Likeness Score: 0.96

References

1. Zoidis G, Kolocouris N, Kelly JM, Prathalingam SR, Naesens L, De Clercq E..  (2010)  Design and synthesis of bioactive adamantanaminoalcohols and adamantanamines.,  45  (11): [PMID:20805012] [10.1016/j.ejmech.2010.08.009]

Source

Source(1):

• Scientific Literature