1-(Bicyclo[3.1.0]hex-3-yl-phenyl-methyl)-piperidine

ID: ALA1169565

PubChem CID: 49799955

Max Phase: Preclinical

Molecular Formula: C18H25N

Molecular Weight: 255.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc([C@H](C2CC3CC3C2)N2CCCCC2)cc1

Standard InChI:  InChI=1S/C18H25N/c1-3-7-14(8-4-1)18(19-9-5-2-6-10-19)17-12-15-11-16(15)13-17/h1,3-4,7-8,15-18H,2,5-6,9-13H2/t15?,16?,17?,18-/m1/s1

Standard InChI Key:  ZNUHCCMRLCJRTH-VHYNJHTPSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   -7.6239    1.5616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6239    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3384    2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0529    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0529    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3384    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9094    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9094    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1950    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1950    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6239   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6239   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9094   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1950   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1950   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  6  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  1  1  6
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 14  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  8 15  1  0
 19  8  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1169565

   1-[(S)-3-bicyclo[3.1.0]hexanyl(phenyl)methyl]piperidine

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: 255.41

Molecular Weight (Monoisotopic): 255.1987

AlogP: 4.26

#Rotatable Bonds: 3

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.39

CX LogP: 4.16

CX LogD: 1.29

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: 0.09

References

1. de Costa BR, George C, Burke TR, Rafferty MF, Contreras PC, Mick SJ, Jacobson AE, Rice KC..  (1988)  Synthesis, configuration, and evaluation of two conformationally restrained analogues of phencyclidine.,  31  (8): [PMID:3397994] [10.1021/jm00403a014]

Source

Source(1):

• Scientific Literature