(2R,3S,4R,5R,6R)-2-Ethylazepan-3,4,5,6-tetraol hydrochloride

ID: ALA2409347

PubChem CID: 71747505

Max Phase: Preclinical

Molecular Formula: C8H18ClNO4

Molecular Weight: 191.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1NC[C@@H](O)[C@@H](O)[C@H](O)[C@H]1O.Cl

Standard InChI:  InChI=1S/C8H17NO4.ClH/c1-2-4-6(11)8(13)7(12)5(10)3-9-4;/h4-13H,2-3H2,1H3;1H/t4-,5-,6+,7-,8-;/m1./s1

Standard InChI Key:  OEQFWILWZUQDHQ-ALZNSTKSSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
    7.0434  -10.9595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7241  -11.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7766  -12.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1658  -12.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3506  -12.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9431  -11.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2537  -11.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5451  -12.5609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4051  -13.6045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8821  -13.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1193  -12.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4392  -11.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4467  -10.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0945  -11.9633    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  7  1  0
  3  8  1  6
  4  9  1  1
  5 10  1  6
  6 11  1  6
 12 13  1  0
  2 12  1  6
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: 191.23

Molecular Weight (Monoisotopic): 191.1158

AlogP: -2.19

#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: 12.69

CX Basic pKa: 8.74

CX LogP: -1.95

CX LogD: -3.30

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.32

Np Likeness Score: 1.90

References

1. Mondon M, Lecornué F, Guillard J, Nakagawa S, Kato A, Blériot Y..  (2013)  Skeletal rearrangement of seven-membered iminosugars: synthesis of (-)-adenophorine, (-)-1-epi-adenophorine and derivatives and evaluation as glycosidase inhibitors.,  21  (16): [PMID:23611766] [10.1016/j.bmc.2013.03.035]

Source

Source(1):

• Scientific Literature