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

ID: ALA362676

PubChem CID: 44389862

Max Phase: Preclinical

Molecular Formula: C13H25NO7

Molecular Weight: 307.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H25NO7/c15-5-3-1-2-4-10(17)14-6-8-11(18)13(20)12(19)9(7-16)21-8/h8-9,11-13,15-16,18-20H,1-7H2,(H,14,17)

Standard InChI Key:  HBCYWVNLHCSNOL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.6208    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833    1.9958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083    1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -0.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -0.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    0.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708    2.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083    0.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    2.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958    3.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -4.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -3.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917   -2.7542    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 21  1  0
 21 19  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA362676

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

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: 307.34

Molecular Weight (Monoisotopic): 307.1631

AlogP: -2.50

#Rotatable Bonds: 8

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: -2.89

CX LogD: -2.89

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.27

Np Likeness Score: 0.88

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