2-Methyl-3,4-dihydro-2H-pyran-3,4-diol

ID: ALA2115566

PubChem CID: 12816777

Max Phase: Preclinical

Molecular Formula: C6H10O3

Molecular Weight: 130.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H10O3/c1-4-6(8)5(7)2-3-9-4/h2-8H,1H3/t4-,5+,6+/m0/s1

Standard InChI Key:  ZPKHLHZFXAQVMQ-KVQBGUIXSA-N

Molfile:  

     RDKit          2D

  9  9  0  0  0  0  0  0  0  0999 V2000
   -2.0694   -1.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2725   -0.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581   -1.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -1.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -1.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6528   -1.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4819   -0.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673   -2.0952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694   -2.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  1  7  1  6
  6  8  1  6
  5  9  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2115566

   (2S,3S,4R)-2-methyl-3,4-dihydro-2H-pyran-3,4-diol

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: 130.14

Molecular Weight (Monoisotopic): 130.0630

AlogP: -0.36

#Rotatable Bonds: ┄

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.04

CX Basic pKa: ┄

CX LogP: -0.59

CX LogD: -0.59

Aromatic Rings: ┄

Heavy Atoms: 9

QED Weighted: 0.47

Np Likeness Score: 2.55

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