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

ID: ALA218999

PubChem CID: 16102766

Max Phase: Preclinical

Molecular Formula: C16H23Cl2N

Molecular Weight: 300.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(c1ccc(Cl)c(Cl)c1)C1CCCCN1

Standard InChI:  InChI=1S/C16H23Cl2N/c1-11(2)9-13(16-5-3-4-8-19-16)12-6-7-14(17)15(18)10-12/h6-7,10-11,13,16,19H,3-5,8-9H2,1-2H3

Standard InChI Key:  MXBQNIQYUCTYND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    2.4973   -0.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312   -0.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6491   -0.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6507    0.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9286    0.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136    0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7886    0.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802    0.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631    0.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3613   -0.8528    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7796   -2.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0674   -1.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3647    0.8018    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0702   -0.8411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  5  6  1  0
  8 18  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 18  1  0
  1  2  1  0
  1 13  1  0
  6  7  2  0
  4 14  1  0
  7  2  1  0
 13 15  1  0
  3  4  1  0
 15 16  1  0
  1  8  1  0
  5 17  1  0
  8  9  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA218999

   (RR/SS)-2-[1-(3,4-dichlorophenyl)-3-methylbutyl]-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: 300.27

Molecular Weight (Monoisotopic): 299.1208

AlogP: 5.27

#Rotatable Bonds: 4

Polar Surface Area: 12.03

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.22

CX LogP: 5.48

CX LogD: 2.80

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: 0.02

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