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

ID: ALA178440

PubChem CID: 44389861

Max Phase: Preclinical

Molecular Formula: C12H23NO7

Molecular Weight: 293.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H23NO7/c14-4-2-1-3-9(16)13-5-7-10(17)12(19)11(18)8(6-15)20-7/h7-8,10-12,14-15,17-19H,1-6H2,(H,13,16)

Standard InChI Key:  RVKXRPPXPZEAMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.5000    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583    1.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9083    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250    1.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -0.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -0.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875    0.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    2.1833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    0.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    2.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625    2.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -4.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167   -2.9917    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 18  1  0
 17  7  1  0
 18 20  1  0
 19 17  1  0
 20 19  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178440

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

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: 293.32

Molecular Weight (Monoisotopic): 293.1475

AlogP: -2.89

#Rotatable Bonds: 7

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: 12.60

CX Basic pKa: ┄

CX LogP: -3.33

CX LogD: -3.33

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.28

Np Likeness Score: 0.87

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