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

ID: ALA179570

PubChem CID: 44389802

Max Phase: Preclinical

Molecular Formula: C10H19NO7

Molecular Weight: 265.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H19NO7/c12-2-1-7(14)11-3-5-8(15)10(17)9(16)6(4-13)18-5/h5-6,8-10,12-13,15-17H,1-4H2,(H,11,14)

Standard InChI Key:  LAQKKQFWKYMOEJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -1.2625    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208    1.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875    0.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0000    0.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667   -0.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125    0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -0.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -0.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125    1.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2125    1.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    2.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -2.6167    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  8  1  0
  8  9  1  0
  9  5  1  0
 10  7  1  0
 11  7  2  0
 12  1  1  0
 13  3  1  0
 14  4  1  0
 15  6  1  0
 16 15  1  0
 17 18  1  0
 18 10  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA179570

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

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: 265.26

Molecular Weight (Monoisotopic): 265.1162

AlogP: -3.67

#Rotatable Bonds: 5

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: 12.59

CX Basic pKa: ┄

CX LogP: -4.07

CX LogD: -4.07

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.30

Np Likeness Score: 0.95

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