2-(4-Benzyl-piperidin-1-yl)-cyclohexanol

ID: ALA20928

PubChem CID: 15925766

Max Phase: Preclinical

Molecular Formula: C18H27NO

Molecular Weight: 273.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1CCCCC1N1CCC(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C18H27NO/c20-18-9-5-4-8-17(18)19-12-10-16(11-13-19)14-15-6-2-1-3-7-15/h1-3,6-7,16-18,20H,4-5,8-14H2

Standard InChI Key:  ZENDJZOIUGRXAX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.3583    0.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583   -0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583   -0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    1.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583    1.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0583    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -0.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417    0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3583    1.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583    1.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0583    1.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  9  1  0
  7  3  1  0
  8  4  1  0
  9  8  1  0
 10  5  1  0
 11  6  1  0
 12  2  1  0
 13  5  1  0
 14 11  2  0
 15 11  1  0
 16 12  1  0
 17 16  1  0
 18 15  2  0
 19 14  1  0
 20 18  1  0
  9  7  1  0
 13 17  1  0
 20 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA20928

   2-(4-Benzyl-piperidin-1-yl)-cyclohexanol

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: 273.42

Molecular Weight (Monoisotopic): 273.2093

AlogP: 3.24

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.11

CX LogP: 3.63

CX LogD: 0.98

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: 0.23

References

1. Rogers GA, Parsons SM, Anderson DC, Nilsson LM, Bahr BA, Kornreich WD, Kaufman R, Jacobs RS, Kirtman B..  (1989)  Synthesis, in vitro acetylcholine-storage-blocking activities, and biological properties of derivatives and analogues of trans-2-(4-phenylpiperidino)cyclohexanol (vesamicol).,  32  (6): [PMID:2724295] [10.1021/jm00126a013]

2. Agarwal A, Awasthi SK, Murthy PK.  (2011)  In vivo antifilarial activity of some cyclic and acylic alcohols,  20  (4): [10.1007/s00044-010-9331-4]

Source

Source(1):

• Scientific Literature