1N-(3,4,5-trihydroxy-6-hydroxymethyltetrahydro-2H-2-pyranylmethyl)acetamide

ID: ALA359706

PubChem CID: 14542596

Max Phase: Preclinical

Molecular Formula: C9H17NO6

Molecular Weight: 235.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NCC1OC(CO)C(O)C(O)C1O

Standard InChI:  InChI=1S/C9H17NO6/c1-4(12)10-2-5-7(13)9(15)8(14)6(3-11)16-5/h5-9,11,13-15H,2-3H2,1H3,(H,10,12)

Standard InChI Key:  QTXJBHLJGBVVJA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -1.0458    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042    0.9458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208    0.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708    0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -1.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -1.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -0.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833    1.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -0.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9833    1.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083    2.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4875   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  4  1  0
  7  9  1  0
  8  5  1  0
  9  8  1  0
 10  7  2  0
 11  1  1  0
 12  4  1  0
 13  3  1  0
 14  6  1  0
 15 14  1  0
 16  7  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA359706

   N-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]methyl]acetamide

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: 235.24

Molecular Weight (Monoisotopic): 235.1056

AlogP: -3.04

#Rotatable Bonds: 3

Polar Surface Area: 119.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.59

CX Basic pKa: ┄

CX LogP: -3.49

CX LogD: -3.49

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.35

Np Likeness Score: 1.05

References

1. Hakamata W, Muroi M, Kadokura K, Nishio T, Oku T, Kimura A, Chiba S, Takatsuki A..  (2005)  Aglycon specificity profiling of alpha-glucosidases using synthetic probes.,  15  (5): [PMID:15713413] [10.1016/j.bmcl.2004.12.086]

Source

Source(1):

• Scientific Literature