ID: ALA1231391

Max Phase: Phase

Molecular Formula: C8H15NO6

Molecular Weight: 221.21

Molecule Type: Small molecule

Representations

Synonyms (3): Dex-m74 | Mannac | N-acetylmannosamine
Synonyms from Alternative Forms(3):

Canonical SMILES:  CC(=O)N[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O

Standard InChI:  InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8+/m1/s1

Standard InChI Key:  OVRNDRQMDRJTHS-UOLFYFMNSA-N

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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 221.21

Molecular Weight (Monoisotopic): 221.0899

AlogP: -3.08

#Rotatable Bonds: 2

Polar Surface Area: 119.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.60

CX Basic pKa:

CX LogP: -3.22

CX LogD: -3.22

Aromatic Rings: 0

Heavy Atoms: 15

QED Weighted: 0.34

Np Likeness Score: 2.02

References

1. Campbell CT, Aich U, Weier CA, Wang JJ, Choi SS, Wen MM, Maisel K, Sampathkumar SG, Yarema KJ..  (2008)  Targeting pro-invasive oncogenes with short chain fatty acid-hexosamine analogues inhibits the mobility of metastatic MDA-MB-231 breast cancer cells.,  51  (24): [PMID:19053749] [10.1021/jm800873k]

2. Catelani G, D'Andrea F, Griselli A, Guazzelli L, Nemcová P, Bezouska K, Krenek K, Kren V..  (2010)  Deoxynojirimycin and its hexosaminyl derivatives bind to natural killer cell receptors rNKR-P1A and hCD69.,  20  (15): [PMID:20580553] [10.1016/j.bmcl.2010.05.109]

3. Levine PM, Carberry TP, Holub JM, Kirshenbaum K.  (2013)  Crafting precise multivalent architectures,  4  (3): [10.1039/C2MD20338C]

4. Unpublished dataset, 

5. Bernhard Ellinger, Denisa Bojkova, Andrea Zaliani, Jindrich Cinatl, Carsten Claussen, Sandra Westhaus, Jeanette Reinshagen, Maria Kuzikov, Markus Wolf, Gerd Geisslinger, Philip Gribbon, Sandra Ciesek.  (2020)  Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection,  [10.21203/rs.3.rs-23951/v1]

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• SARS-CoV-2 Screening Data 2020-21