trans-6-(4-phenylpiperidin-1-yl)cyclohex-3-enol

ID: ALA264437

Chembl Id: CHEMBL264437

PubChem CID: 44450421

Max Phase: Preclinical

Molecular Formula: C17H23NO

Molecular Weight: 257.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@@H]1CC=CC[C@H]1N1CCC(c2ccccc2)CC1

Standard InChI:  InChI=1S/C17H23NO/c19-17-9-5-4-8-16(17)18-12-10-15(11-13-18)14-6-2-1-3-7-14/h1-7,15-17,19H,8-13H2/t16-,17-/m1/s1

Standard InChI Key:  WDSUJLJJGGFILI-IAGOWNOFSA-N

Alternative Forms

1. Parent:

   

   ALA264437

   (1R,6R)-6-(4-phenylpiperidin-1-yl)cyclohex-3-en-1-ol

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: 257.38

Molecular Weight (Monoisotopic): 257.1780

AlogP: 2.95

#Rotatable Bonds: 2

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: 9.80

CX LogP: 2.82

CX LogD: 0.45

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: 0.43

References

1. Szymoszek A, Wenzel B, Scheunemann M, Steinbach J, Schüürmann G..  (2008)  First CoMFA characterization of vesamicol analogs as ligands for the vesicular acetylcholine transporter.,  51  (7): [PMID:18324757] [10.1021/jm700961r]

2. Barthel C, Sorger D, Deuther-Conrad W, Scheunemann M, Schweiger S, Jäckel P, Roghani A, Steinbach J, Schüürmann G, Sabri O, Brust P, Wenzel B..  (2015)  New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.,  100  [PMID:26071858] [10.1016/j.ejmech.2015.05.033]

Source

Source(1):

• Scientific Literature