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

ID: ALA374634

PubChem CID: 16102765

Max Phase: Preclinical

Molecular Formula: C16H23Cl2N

Molecular Weight: 300.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(c1ccc(Cl)c(Cl)c1)C1CCCCN1

Standard InChI:  InChI=1S/C16H23Cl2N/c1-2-3-6-13(16-7-4-5-10-19-16)12-8-9-14(17)15(18)11-12/h8-9,11,13,16,19H,2-7,10H2,1H3

Standard InChI Key:  CCEQAXVCJWOVQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.2960   -0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5776   -0.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8619   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439   -0.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423    0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645    0.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5797    0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0048    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7133    0.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    0.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4347   -0.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2987   -1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4316   -0.8196    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0138   -2.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -1.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4282    0.8352    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7233   -0.8079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4411   -2.0416    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
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA374634

   (RR/SS)-2-[1-(3,4-dichlorophenyl)pentyl]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: 5.41

#Rotatable Bonds: 5

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: 5.64

CX LogD: 2.96

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.77

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