2-(Piperidin-4-ylmethyl)adamantan-2-ol Hydrochloride

ID: ALA4092431

PubChem CID: 137654187

Max Phase: Preclinical

Molecular Formula: C16H28ClNO

Molecular Weight: 249.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.OC1(CC2CCNCC2)C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C16H27NO.ClH/c18-16(10-11-1-3-17-4-2-11)14-6-12-5-13(8-14)9-15(16)7-12;/h11-15,17-18H,1-10H2;1H

Standard InChI Key:  LHKKPMQBCMCJIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   10.0179   -9.5170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0282   -8.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293   -9.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -9.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0353   -9.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5843   -9.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7892  -10.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3335   -9.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5901   -8.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673   -8.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3394   -8.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7645   -8.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8069   -9.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5390   -9.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -9.1730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1891   -8.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4522   -7.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3320   -7.6803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  8  1  0
  7  8  1  0
  9 10  1  0
  5  9  1  0
  4 11  1  0
  8 12  1  0
 12 10  1  0
 10 11  1  0
 12  2  1  0
  2 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  1  0
M  END

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: 249.40

Molecular Weight (Monoisotopic): 249.2093

AlogP: 2.56

#Rotatable Bonds: 2

Polar Surface Area: 32.26

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.36

CX LogP: 2.05

CX LogD: -0.72

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: 0.96

References

1. Barniol-Xicota M, Gazzarrini S, Torres E, Hu Y, Wang J, Naesens L, Moroni A, Vázquez S..  (2017)  Slow but Steady Wins the Race: Dissimilarities among New Dual Inhibitors of the Wild-Type and the V27A Mutant M2 Channels of Influenza A Virus.,  60  (9): [PMID:28418242] [10.1021/acs.jmedchem.6b01758]

Source

Source(1):

• Scientific Literature