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

ID: ALA379462

PubChem CID: 15604712

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-LPWJVIDDSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  1  0  0  0  0  0999 V2000
   -3.5332   -9.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8207   -9.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082   -9.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957   -9.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6832   -9.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -9.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7419   -9.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561   -8.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561   -9.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -9.9635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -9.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -8.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -8.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -9.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -8.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -7.4872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937  -10.7937    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  1
  9  7  1  6
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA379462

   (2R,3S,4R,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