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

ID: ALA208589

PubChem CID: 44411974

Max Phase: Preclinical

Molecular Formula: C9H19NO3

Molecular Weight: 189.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H19NO3/c1-2-3-6-4-8(12)9(13)7(5-11)10-6/h6-13H,2-5H2,1H3/t6-,7-,8+,9+/m1/s1

Standard InChI Key:  WOGVMZZLDYFJIE-HXFLIBJXSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  1  0  0  0  0  0999 V2000
    1.6656    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6656    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774    0.8056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0891    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0891    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774    2.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031    0.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8047    2.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774    3.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    0.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8021   -0.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4774    0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  7  1  1
  1  2  1  0
  5  8  1  1
  1  6  1  0
  6  9  1  6
  2  3  1  0
  2 10  1  6
  3  4  1  0
  7 11  1  0
  4  5  1  0
 10 12  1  0
  5  6  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA208589

   (2R,3S,4S,6R)-2-(hydroxymethyl)-6-propylpiperidine-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: 189.25

Molecular Weight (Monoisotopic): 189.1365

AlogP: -0.77

#Rotatable Bonds: 3

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: -0.81

CX LogD: -2.32

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.47

Np Likeness Score: 2.65

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