1-(1-adamantyl)-2-imidazol-1-yl-ethanol

ID: ALA4459358

PubChem CID: 5276205

Max Phase: Preclinical

Molecular Formula: C15H22N2O

Molecular Weight: 246.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC(Cn1ccnc1)C12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C15H22N2O/c18-14(9-17-2-1-16-10-17)15-6-11-3-12(7-15)5-13(4-11)8-15/h1-2,10-14,18H,3-9H2

Standard InChI Key:  CPYRWQXGEGGVIE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
    6.3023  -10.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0100   -9.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7177  -10.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254   -9.6412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1720   -9.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7188   -9.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3102   -8.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5109   -8.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0100   -8.8240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884  -10.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570   -9.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9948  -10.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5476  -10.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286  -10.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327   -9.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6169   -8.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8904   -9.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3452   -9.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  2  9  1  0
 10 11  1  0
 10 12  1  0
 11 13  1  0
 12 14  1  0
 13  1  1  0
 14  1  1  0
 15 16  1  0
 12 15  1  0
 11 17  1  0
  1 18  1  0
 18 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459358

   1-(1-Adamantyl)-2-imidazol-1-yl-ethanol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 246.35

Molecular Weight (Monoisotopic): 246.1732

AlogP: 2.46

#Rotatable Bonds: 3

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.48

CX LogP: 1.87

CX LogD: 1.84

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -0.47

References

1. Salerno L, Floresta G, Ciaffaglione V, Gentile D, Margani F, Turnaturi R, Rescifina A, Pittalà V..  (2019)  Progress in the development of selective heme oxygenase-1 inhibitors and their potential therapeutic application.,  167  [PMID:30784878] [10.1016/j.ejmech.2019.02.027]

Source

Source(1):

• Scientific Literature