(2S,3R,4R,5S,6R)-2,6-Diethylpiperidine-3,4,5-triol hydrochloride

ID: ALA2409345

PubChem CID: 71747328

Max Phase: Preclinical

Molecular Formula: C9H20ClNO3

Molecular Weight: 189.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H19NO3.ClH/c1-3-5-7(11)9(13)8(12)6(4-2)10-5;/h5-13H,3-4H2,1-2H3;1H/t5-,6+,7+,8-,9-;

Standard InChI Key:  CZOCTXNVINBCEU-HVZWSONKSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   14.9975   -8.1442    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.6962   -7.7617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9860   -8.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9961   -9.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7165   -9.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4267   -8.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4165   -8.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2859   -9.4280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7266  -10.2348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1429   -9.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1226   -7.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8430   -8.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2656   -7.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2555   -6.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  2  7  1  0
  4  8  1  6
  5  9  1  1
  6 10  1  6
 11 12  1  0
  7 11  1  6
 13 14  1  0
  3 13  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: 189.25

Molecular Weight (Monoisotopic): 189.1365

AlogP: -0.77

#Rotatable Bonds: 2

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.88

CX Basic pKa: 9.03

CX LogP: -0.38

CX LogD: -2.01

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.46

Np Likeness Score: 1.50

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