(3R)-3-(3,4-dimethylphenyl)-1-propylpiperidine hydrochloride

ID: ALA2092872

PubChem CID: 70689209

Max Phase: Preclinical

Molecular Formula: C16H26ClN

Molecular Weight: 231.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CCC[C@H](c2ccc(C)c(C)c2)C1.Cl

Standard InChI:  InChI=1S/C16H25N.ClH/c1-4-9-17-10-5-6-16(12-17)15-8-7-13(2)14(3)11-15;/h7-8,11,16H,4-6,9-10,12H2,1-3H3;1H/t16-;/m0./s1

Standard InChI Key:  FYCADJCOSUMNIA-NTISSMGPSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    6.3798   -0.2067    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -0.8275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445   -0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -1.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5747   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1419   -2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281   -1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861    0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -0.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611   -0.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  4  5  1  0
  6  2  1  6
  3  7  1  0
  6  7  1  0
  5  8  2  0
  2  9  1  0
  8 10  1  0
  9 10  2  0
  3 11  1  0
  3 12  1  0
 11 13  1  0
  6 14  1  0
 13 14  1  0
  5 15  1  0
  8 16  1  0
 12 17  1  0
 17 18  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: 231.38

Molecular Weight (Monoisotopic): 231.1987

AlogP: 3.89

#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: 9.83

CX LogP: 4.45

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: -1.14

References

1. Macchia B, Cervetto L, Demontis GC, Domiano P, Longoni B, Macchia M, Minutolo F, Orlandini E, Ortore G, Papi C..  (2001)  Synthesis and dopaminergic properties of the two enantiomers of 3-(3,4-dimethylphenyl)-1-propylpiperidine, a potent and selective dopamine D4 receptor ligand.,  11  (2): [PMID:11206464] [10.1016/s0960-894x(00)00633-8]

Source

Source(1):

• Scientific Literature