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

ID: ALA207419

PubChem CID: 44411954

Max Phase: Preclinical

Molecular Formula: C10H21NO3

Molecular Weight: 203.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H21NO3/c1-2-3-4-7-5-9(13)10(14)8(6-12)11-7/h7-14H,2-6H2,1H3/t7-,8-,9+,10+/m1/s1

Standard InChI Key:  GLBYBFDEXKQFMP-IMSYWVGJSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  1  0  0  0  0  0999 V2000
    8.6006    1.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6006    1.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3124    0.6344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0241    1.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0241    1.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3124    2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7381    0.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7397    2.2785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3124    3.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8866    0.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7371   -0.1955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1717    1.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576    0.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7426    1.0395    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
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA207419

   (2R,3S,4S,6R)-6-butyl-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: 203.28

Molecular Weight (Monoisotopic): 203.1521

AlogP: -0.38

#Rotatable Bonds: 4

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: -0.37

CX LogD: -1.88

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.50

Np Likeness Score: 2.57

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