(3R,4S,5R,6S)-6-(hydroxymethyl)azepane-3,4,5-triol hydrochloride

ID: ALA1933096

PubChem CID: 57402227

Max Phase: Preclinical

Molecular Formula: C7H16ClNO4

Molecular Weight: 177.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.OC[C@@H]1CNC[C@@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C7H15NO4.ClH/c9-3-4-1-8-2-5(10)7(12)6(4)11;/h4-12H,1-3H2;1H/t4-,5+,6+,7+;/m0./s1

Standard InChI Key:  JGGIEGNUHYBCIJ-LJTMIZJLSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
    7.6375    1.8750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1044    1.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8552    2.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5898    1.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    0.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7533    0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3937    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194    0.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0876    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5441    1.3279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0159   -0.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5559   -0.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5521    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
  7  8  1  0
  5  9  1  6
  2  5  1  0
  9 10  1  0
  2  3  1  0
  7 11  1  6
  4  6  1  0
  8 12  1  1
  6 13  1  1
  5  7  1  0
  3  4  1  0
M  END

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: 177.20

Molecular Weight (Monoisotopic): 177.1001

AlogP: -2.72

#Rotatable Bonds: 1

Polar Surface Area: 92.95

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.00

CX Basic pKa: 8.76

CX LogP: -2.89

CX LogD: -4.26

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.30

Np Likeness Score: 1.72

References

1. Deschamp J, Mondon M, Nakagawa S, Kato A, Alonzi DS, Butters TD, Zhang Y, Sollogoub M, Blériot Y..  (2012)  Towards a stable noeuromycin analog with a D-manno configuration: synthesis and glycosidase inhibition of D-manno-like tri- and tetrahydroxylated azepanes.,  20  (2): [PMID:20971647] [10.1016/j.bmc.2010.09.053]

Source

Source(1):

• Scientific Literature