2-Methyl-piperidine-3,4,5-triol

ID: ALA2115524

PubChem CID: 10351836

Max Phase: Preclinical

Molecular Formula: C6H13NO3

Molecular Weight: 147.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5-,6-/m0/s1

Standard InChI Key:  VYOCYWDJTQRZLC-FSIIMWSLSA-N

Molfile:  

     RDKit          2D

 10 10  0  0  0  0  0  0  0  0999 V2000
    0.3271   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3874   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3874    0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3874    1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    0.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -1.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3874   -1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271    0.1930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1 10  1  0
  2  3  1  0
  2  9  1  1
  3  4  1  0
  3  8  1  6
  4  5  1  0
  4  7  1  1
  5  6  1  6
  5 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2115524

   (2S,3S,4S,5R)-2-methylpiperidine-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: 147.17

Molecular Weight (Monoisotopic): 147.0895

AlogP: -1.94

#Rotatable Bonds: ┄

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: 12.93

CX Basic pKa: 8.62

CX LogP: -1.84

CX LogD: -3.08

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.32

Np Likeness Score: 1.98

References

1. Dumas DP, Kajimoto T, Liu KK, Wong C, Berkowitz DB, Danieshefsky SJ.  (1992)  Azasugar and glycal inhibitors of -L-fucosidase,  2  (1): [10.1016/S0960-894X(00)80649-6]

Source

Source(1):

• Scientific Literature