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

ID: ALA218894

PubChem CID: 16102767

Max Phase: Preclinical

Molecular Formula: C17H27NO

Molecular Weight: 261.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(CC(C)C)C2CCCCN2)cc1

Standard InChI:  InChI=1S/C17H27NO/c1-13(2)12-16(17-6-4-5-11-18-17)14-7-9-15(19-3)10-8-14/h7-10,13,16-18H,4-6,11-12H2,1-3H3

Standard InChI Key:  HWQHDSKQNMHWMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.0629   -5.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3444   -5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6288   -5.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9109   -5.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9093   -4.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -4.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3465   -4.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7754   -5.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717   -4.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -4.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1974   -4.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2016   -5.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0656   -6.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4902   -5.9522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533   -7.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561   -8.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -6.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967   -4.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -3.4856    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
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA218894

   (RR/SS)-2-[1-(4-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: 10.31

CX LogP: 4.11

CX LogD: 1.37

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.87

Np Likeness Score: 0.44

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