(2R,3S,4S,6R)-6-heptyl-2-(hydroxymethyl)piperidine-3,4-diol

ID: ALA207248

PubChem CID: 44411955

Max Phase: Preclinical

Molecular Formula: C13H27NO3

Molecular Weight: 245.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC[C@@H]1C[C@H](O)[C@@H](O)[C@@H](CO)N1

Standard InChI:  InChI=1S/C13H27NO3/c1-2-3-4-5-6-7-10-8-12(16)13(17)11(9-15)14-10/h10-17H,2-9H2,1H3/t10-,11-,12+,13+/m1/s1

Standard InChI Key:  DECJCNQQBJULTO-NDBYEHHHSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  1  0  0  0  0  0999 V2000
   -4.2029   -5.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -4.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779   -5.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654   -4.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529   -5.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -4.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -5.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7865   -4.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7865   -4.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986   -5.2913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106   -4.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106   -4.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986   -3.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -5.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -3.6464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986   -2.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9240   -6.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  2  3  1  0
  5  6  1  0
  1  2  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6  7  1  0
 11 14  1  1
  8  9  1  0
 12 15  1  1
  3  4  1  0
 13 16  1  6
  9  7  1  6
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA207248

   (2R,3S,4S,6R)-6-heptyl-2-(hydroxymethyl)piperidine-3,4-diol

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: 245.36

Molecular Weight (Monoisotopic): 245.1991

AlogP: 0.79

#Rotatable Bonds: 7

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.43

CX Basic pKa: 8.91

CX LogP: 0.97

CX LogD: -0.55

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.50

Np Likeness Score: 2.29

References

1. Pearson MS, Saad RO, Dintinger T, Amri H, Mathé-Allainmat M, Lebreton J..  (2006)  Flexible synthesis and biological evaluation of novel 5-deoxyadenophorine analogues.,  16  (12): [PMID:16603357] [10.1016/j.bmcl.2006.03.035]

Source

Source(1):

• Scientific Literature