4-Benzyl-1-[2-(1H-imidazol-2-ylsulfanyl)-ethyl]-piperidine

ID: ALA147355

PubChem CID: 9972103

Max Phase: Preclinical

Molecular Formula: C17H23N3S

Molecular Weight: 301.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CC2CCN(CCSc3ncc[nH]3)CC2)cc1

Standard InChI:  InChI=1S/C17H23N3S/c1-2-4-15(5-3-1)14-16-6-10-20(11-7-16)12-13-21-17-18-8-9-19-17/h1-5,8-9,16H,6-7,10-14H2,(H,18,19)

Standard InChI Key:  XSQXTIBXURCUAD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    8.4792   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2375   -5.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5667   -4.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -5.3417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3792   -4.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -5.7542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -5.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -4.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -4.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -5.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -4.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4 16  1  0
  5  2  1  0
  6  3  1  0
  7  1  1  0
  8  4  1  0
  9  4  1  0
 10 11  1  0
 11 14  1  0
 12  7  1  0
 13 10  1  0
 14  9  1  0
 15  8  1  0
 16 12  1  0
 17 13  2  0
 18 13  1  0
 19 17  1  0
 20 18  2  0
 21 20  1  0
  5  6  2  0
 11 15  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA147355

   4-Benzyl-1-[2-(1H-imidazol-2-ylsulfanyl)-ethyl]-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: 301.46

Molecular Weight (Monoisotopic): 301.1613

AlogP: 3.46

#Rotatable Bonds: 6

Polar Surface Area: 31.92

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.62

CX Basic pKa: 8.80

CX LogP: 3.64

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -1.39

References

1. Gregory TF, Wright JL, Wise LD, Meltzer LT, Serpa KA, Konkoy CS, Whittemore ER, Woodward RM..  (2000)  Parallel synthesis of a series of subtype-selective NMDA receptor antagonists.,  10  (6): [PMID:10741546] [10.1016/s0960-894x(00)00035-4]

Source

Source(1):

• Scientific Literature