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

ID: ALA367794

PubChem CID: 44389711

Max Phase: Preclinical

Molecular Formula: C12H23NO6

Molecular Weight: 277.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H23NO6/c1-12(2,3)11(18)13-4-6-8(15)10(17)9(16)7(5-14)19-6/h6-10,14-17H,4-5H2,1-3H3,(H,13,18)

Standard InChI Key:  WJUVYOLWSPRZTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -1.2250    0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833    1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    0.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -0.7042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -0.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208   -0.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    0.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    1.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    2.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -1.7000    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 10  1  0
  9  7  1  0
 10  5  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  9  1  0
 18  9  1  0
 19  9  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA367794

   2,2-dimethyl-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: 277.32

Molecular Weight (Monoisotopic): 277.1525

AlogP: -2.01

#Rotatable Bonds: 3

Polar Surface Area: 119.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.60

CX Basic pKa: ┄

CX LogP: -1.69

CX LogD: -1.69

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.41

Np Likeness Score: 0.64

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