(RR/SS)-2-[1-(3,4-dichlorophenyl)-3-methylbutyl]-1-methylpiperidine

ID: ALA387117

PubChem CID: 16102770

Max Phase: Preclinical

Molecular Formula: C17H25Cl2N

Molecular Weight: 314.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(c1ccc(Cl)c(Cl)c1)C1CCCCN1C

Standard InChI:  InChI=1S/C17H25Cl2N/c1-12(2)10-14(17-6-4-5-9-20(17)3)13-7-8-15(18)16(19)11-13/h7-8,11-12,14,17H,4-6,9-10H2,1-3H3

Standard InChI Key:  FRKGVKAPAMAQSO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.2890   -1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0074   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7231   -1.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4411   -0.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4427    0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7205    0.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0054    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5765   -0.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5802    0.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8717    0.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1545    0.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1503   -0.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2863   -2.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1534   -1.1942    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.1568    0.4606    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8617   -1.1825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8572   -2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9987   -2.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9959   -3.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7137   -2.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  5  6  1  0
  8 16  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 16  1  0
  1  2  1  0
  1 13  1  0
  6  7  2  0
  4 14  1  0
  7  2  1  0
  5 15  1  0
  3  4  1  0
  1  8  1  0
 16 17  1  0
  8  9  1  0
 13 18  1  0
 18 19  1  0
  4  5  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA387117

   (RR/SS)-2-[1-(3,4-dichlorophenyl)-3-methylbutyl]-1-methylpiperidine

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: 314.30

Molecular Weight (Monoisotopic): 313.1364

AlogP: 5.61

#Rotatable Bonds: 4

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.98

CX LogP: 5.86

CX LogD: 4.28

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.70

Np Likeness Score: -0.05

References

1. Froimowitz M, Gu Y, Dakin LA, Nagafuji PM, Kelley CJ, Parrish D, Deschamps JR, Janowsky A..  (2007)  Slow-onset, long-duration, alkyl analogues of methylphenidate with enhanced selectivity for the dopamine transporter.,  50  (2): [PMID:17228864] [10.1021/jm0608614]

2. Froimowitz M, Gu Y, Dakin LA, Nagafuji PM, Kelley CJ, Parrish D, Deschamps JR, Janowsky A..  (2007)  Slow-onset, long-duration, alkyl analogues of methylphenidate with enhanced selectivity for the dopamine transporter.,  50  (2): [PMID:17228864] [10.1021/jm0608614]

Source

Source(1):

• Scientific Literature