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

ID: ALA219649

PubChem CID: 16102764

Max Phase: Preclinical

Molecular Formula: C15H21Cl2N

Molecular Weight: 286.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H21Cl2N/c1-2-5-12(15-6-3-4-9-18-15)11-7-8-13(16)14(17)10-11/h7-8,10,12,15,18H,2-6,9H2,1H3

Standard InChI Key:  USGRALLMTYXJMV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   13.6827  -25.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8197  -25.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5375  -25.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2525  -25.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9699  -25.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9715  -24.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2499  -24.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5354  -24.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1078  -25.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1114  -24.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4035  -24.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6869  -24.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3951  -25.8761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8170  -26.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6816  -25.8869    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.1025  -27.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3907  -26.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6850  -24.2335    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  6  2  0
  3  4  2  0
  6  7  1  0
  9 13  1  0
 10 11  1  0
 11 12  1  0
 12  1  1  0
  1 13  1  0
  2  3  1  0
  2 14  1  0
  7  8  2  0
  5 15  1  0
  8  3  1  0
 14 16  1  0
  4  5  1  0
 16 17  1  0
  2  9  1  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA219649

   (RS/SR)-2-[1-(3,4-dichlorophenyl)butyl]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: 286.25

Molecular Weight (Monoisotopic): 285.1051

AlogP: 5.02

#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: 5.19

CX LogD: 2.51

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: -0.08

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