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

ID: ALA178597

PubChem CID: 44389794

Max Phase: Preclinical

Molecular Formula: C9H17NO7

Molecular Weight: 251.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H17NO7/c11-2-5-8(15)9(16)7(14)4(17-5)1-10-6(13)3-12/h4-5,7-9,11-12,14-16H,1-3H2,(H,10,13)

Standard InChI Key:  ODCQEGDEPOKATJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.1625    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208    1.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458    0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8958    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -1.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2083    1.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458   -0.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083    1.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333    2.1833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -2.8167    0.0000 O   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  7  1  0
 16 14  1  0
 17 15  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178597

   2-hydroxy-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: 251.24

Molecular Weight (Monoisotopic): 251.1005

AlogP: -4.06

#Rotatable Bonds: 4

Polar Surface Area: 139.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.54

CX Basic pKa: ┄

CX LogP: -4.30

CX LogD: -4.30

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.30

Np Likeness Score: 1.01

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