(2S,3S,4S,5R)-2-Hydroxymethyl-piperidine-3,4,5-triol

ID: ALA369297

Chembl Id: CHEMBL369297

PubChem CID: 44387838

Max Phase: Preclinical

Molecular Formula: C6H13NO4

Molecular Weight: 163.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: L-1-Deoxynojirimycin | CHEMBL369297|deoxynorjrimycin(1)|L-1-Deoxynojirimycin|SCHEMBL142573|BDBM50163447|(2S,3S,4S,5R)-2-Hydroxymethyl-piperidine-3,4,5-triol

Canonical SMILES:  OC[C@@H]1NC[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m0/s1

Standard InChI Key:  LXBIFEVIBLOUGU-FSIIMWSLSA-N

Alternative Forms

1. Parent:

   

   ALA369297

   (2S,3S,4S,5R)-2-Hydroxymethyl-piperidine-3,4,5-triol

Molecule Features

Natural Product: Yes

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: 163.17

Molecular Weight (Monoisotopic): 163.0845

AlogP: -2.97

#Rotatable Bonds: 1

Polar Surface Area: 92.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.91

CX Basic pKa: 8.06

CX LogP: -2.89

CX LogD: -3.63

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.28

Np Likeness Score: 2.44

References

1. Kato A, Kato N, Kano E, Adachi I, Ikeda K, Yu L, Okamoto T, Banba Y, Ouchi H, Takahata H, Asano N..  (2005)  Biological properties of D- and L-1-deoxyazasugars.,  48  (6): [PMID:15771446] [10.1021/jm0495881]

2. Kato A, Miyauchi S, Kato N, Nash RJ, Yoshimura Y, Nakagome I, Hirono S, Takahata H, Adachi I..  (2011)  Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.,  19  (11): [PMID:21546253] [10.1016/j.bmc.2011.04.011]

Source

Source(1):

• Scientific Literature