(1S)-1-(adamantan-1-yl)ethan-1-amine

ID: ALA3392935

Cas Number: 887336-06-3

PubChem CID: 7048784

Max Phase: Preclinical

Molecular Formula: C12H21N

Molecular Weight: 179.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](N)C12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C12H21N/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12/h8-11H,2-7,13H2,1H3/t8-,9?,10?,11?,12?/m0/s1

Standard InChI Key:  UBCHPRBFMUDMNC-JKJWBTBISA-N

Molfile:  

     RDKit          2D

 13 15  0  0  1  0  0  0  0  0999 V2000
    5.2034   -0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246    0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246    2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291    0.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1833    1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257    0.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353    2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  1  0
  8  7  1  0
  9  8  1  0
  2  9  1  0
  8 10  1  0
  4 10  1  0
  8 11  1  0
 11 12  1  1
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392935

   (1S)-1-(adamantan-1-yl)ethan-1-amine

Molecule Features

Natural Product: Yes

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: 179.31

Molecular Weight (Monoisotopic): 179.1674

AlogP: 2.55

#Rotatable Bonds: 1

Polar Surface Area: 26.02

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.14

CX LogP: 2.22

CX LogD: -0.35

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.66

Np Likeness Score: 0.19

References

1. Kaiser M, Mäser P, Tadoori LP, Ioset JR, Brun R.. Antiprotozoal Activity Profiling of Approved Drugs: A Starting Point toward Drug Repositioning,  [10.6019/CHEMBL3392926]

2. Drakopoulos A, Tzitzoglaki C, McGuire K, Hoffmann A, Konstantinidi A, Kolokouris D, Ma C, Freudenberger K, Hutterer J, Gauglitz G, Wang J, Schmidtke M, Busath DD, Kolocouris A..  (2018)  Unraveling the Binding, Proton Blockage, and Inhibition of Influenza M2 WT and S31N by Rimantadine Variants.,  9  (3): [PMID:29541360] [10.1021/acsmedchemlett.7b00458]

3. Drakopoulos A, Tzitzoglaki C, Ma C, Freudenberger K, Hoffmann A, Hu Y, Gauglitz G, Schmidtke M, Wang J, Kolocouris A..  (2017)  Affinity of Rimantadine Enantiomers against Influenza A/M2 Protein Revisited.,  8  (2): [PMID:28217261] [10.1021/acsmedchemlett.6b00311]

Source

Source(2):

• Scientific Literature
• Drugs for Neglected Diseases Initiative (DNDi)