(3R,4R,5S)-2,6-Bis-hydroxymethyl-piperidine-3,4,5-triol

ID: ALA320116

PubChem CID: 44337478

Max Phase: Preclinical

Molecular Formula: C7H15NO5

Molecular Weight: 193.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCC1NC(CO)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C7H15NO5/c9-1-3-5(11)7(13)6(12)4(2-10)8-3/h3-13H,1-2H2/t3?,4?,5-,6+,7+

Standard InChI Key:  CLVUFWXGNIFGNC-YGDHRDKVSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  1  0  0  0  0  0999 V2000
    1.4917   -5.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -5.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -5.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -5.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -6.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -4.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500   -6.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -4.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  1  1  0
  6  1  1  0
  2  7  1  6
  3  8  1  1
  4  9  1  1
 10  6  1  0
 11  5  1  0
 12 10  1  0
 13 11  1  0
  3  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA320116

   (3R,4R,5S)-2,6-Bis-hydroxymethyl-piperidine-3,4,5-triol

Molecule Features

Natural Product: Yes

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: 193.20

Molecular Weight (Monoisotopic): 193.0950

AlogP: -3.61

#Rotatable Bonds: 2

Polar Surface Area: 113.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.84

CX Basic pKa: 7.60

CX LogP: -3.52

CX LogD: -3.93

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.27

Np Likeness Score: 1.84

References

1. Martin OR, Compain P, Kizu H, Asano N..  (1999)  Revised structure of a homonojirimycin isomer from Aglaonema treubii: first example of a naturally occurring alpha-homoallonojirimycin.,  9  (21): [PMID:10560746] [10.1016/s0960-894x(99)00551-x]

Source

Source(1):

• Scientific Literature