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

ID: ALA178486

PubChem CID: 44389821

Max Phase: Preclinical

Molecular Formula: C11H21NO7

Molecular Weight: 279.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H21NO7/c13-3-1-2-8(15)12-4-6-9(16)11(18)10(17)7(5-14)19-6/h6-7,9-11,13-14,16-18H,1-5H2,(H,12,15)

Standard InChI Key:  XNFYCMUXZNRFOP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -1.3958    0.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458    1.5333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1542    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    0.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -0.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333    1.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750    0.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3458    2.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7625    2.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2500   -3.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1292   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -2.4042    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 19  1  0
 19 17  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178486

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

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: 279.29

Molecular Weight (Monoisotopic): 279.1318

AlogP: -3.28

#Rotatable Bonds: 6

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: -3.78

CX LogD: -3.78

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.30

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