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

ID: ALA218193

PubChem CID: 16102769

Max Phase: Preclinical

Molecular Formula: C19H31N

Molecular Weight: 273.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(c1ccc(C(C)C)cc1)C1CCCCN1

Standard InChI:  InChI=1S/C19H31N/c1-14(2)13-18(19-7-5-6-12-20-19)17-10-8-16(9-11-17)15(3)4/h8-11,14-15,18-20H,5-7,12-13H2,1-4H3

Standard InChI Key:  OYPZJIHQZRPSNC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.1281   -7.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8471   -6.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5631   -7.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2813   -6.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2829   -5.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5604   -5.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8450   -5.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4152   -6.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4189   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7101   -5.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9925   -5.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9883   -6.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1254   -8.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7001   -7.1715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8382   -8.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8354   -9.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5536   -8.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9975   -5.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7112   -5.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984   -4.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5 18  1  0
 18 19  1  0
  4  5  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA218193

   (RR/SS)-2-[1-(4-isopropylphenyl)-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: 273.46

Molecular Weight (Monoisotopic): 273.2456

AlogP: 5.08

#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: 10.33

CX LogP: 5.52

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 0.38

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