ID: ALA39064

Max Phase: Preclinical

Molecular Formula: C8H15NO6

Molecular Weight: 221.21

Molecule Type: Small molecule

Representations

Synonyms (1): N-Acetylgalactosamine
Synonyms from Alternative Forms(1):

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-JAJWTYFOSA-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: No

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. Biessen EA, Beuting DM, Roelen HC, van de Marel GA, van Boom JH, van Berkel TJ..  (1995)  Synthesis of cluster galactosides with high affinity for the hepatic asialoglycoprotein receptor.,  38  (9): [PMID:7739012] [10.1021/jm00009a014]

2. Liu XW, Xia C, Li L, Guan WY, Pettit N, Zhang HC, Chen M, Wang PG..  (2009)  Characterization and synthetic application of a novel beta1,3-galactosyltransferase from Escherichia coli O55:H7.,  17  (14): [PMID:19560364] [10.1016/j.bmc.2009.06.005]

3. Kovalová A, Ledvina M, Saman D, Zyka D, Kubícková M, Zídek L, Sklenár V, Pompach P, Kavan D, Bílý J, Vanek O, Kubínková Z, Libigerová M, Ivanová L, Antolíková M, Mrázek H, Rozbeský D, Hofbauerová K, Kren V, Bezouska K..  (2010)  Synthetic N-acetyl-D-glucosamine based fully branched tetrasaccharide, a mimetic of the endogenous ligand for CD69, activates CD69+ killer lymphocytes upon dimerization via a hydrophilic flexible linker.,  53  (10): [PMID:20433142] [10.1021/jm100055b]

Source

Source(1):

• Scientific Literature