(RR/SS)-2-[1-(3-methoxyphenyl)-3-methylbutyl]piperidine

ID: ALA217975

PubChem CID: 16102768

Max Phase: Preclinical

Molecular Formula: C17H27NO

Molecular Weight: 261.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C(CC(C)C)C2CCCCN2)c1

Standard InChI:  InChI=1S/C17H27NO/c1-13(2)11-16(17-9-4-5-10-18-17)14-7-6-8-15(12-14)19-3/h6-8,12-13,16-18H,4-5,9-11H2,1-3H3

Standard InChI Key:  ZBCBLJHLBKPDBD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.3300   -6.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485   -6.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7641   -6.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4820   -6.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836   -5.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7614   -4.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0464   -5.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6175   -6.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6212   -5.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128   -4.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1956   -5.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1914   -6.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273   -7.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9027   -6.5890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0396   -7.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368   -8.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -7.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1912   -6.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061   -6.1880    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 14  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
  1  2  1  0
  1 13  1  0
  6  7  2  0
  7  2  1  0
 13 15  1  0
  3  4  1  0
 15 16  1  0
  1  8  1  0
 15 17  1  0
  8  9  1  0
 18 19  1  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA217975

   (RR/SS)-2-[1-(3-methoxyphenyl)-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: 261.41

Molecular Weight (Monoisotopic): 261.2093

AlogP: 3.97

#Rotatable Bonds: 5

Polar Surface Area: 21.26

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.27

CX LogP: 4.11

CX LogD: 1.39

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.87

Np Likeness Score: 0.29

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