Chitodextrin

ID: ALA467754

Chembl Id: CHEMBL467754

Cas Number: 35991-83-4

PubChem CID: 439326

Max Phase: Preclinical

Molecular Formula: C16H28N2O11

Molecular Weight: 424.40

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Chitodextrin | Chitodextrin|DI(N-ACETYL-D-GLUCOSAMINE)|betaGlcNAc(1->4)betaGlcNAc|CHEBI:50670|N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-beta-D-glucosamine|beta-D-GlcNAc-(1->4)-beta-D-GlcNAc|beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc|35991-83-4|35061-50-8|2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-beta-D-glucopyranose|GlcNAcb1-4GlcNAcb|GlcNAcbeta1-4GlcNAcbeta|Epitope ID:153212|SCHEMBL619917|betaGlcNAc(1-->4)betaGlcNAc|CHEMBL467754|DTXSID801121924|2-(acetylamino)-4-O-[2-(aceShow More⌵

Canonical SMILES:  CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H](CO)O[C@H]1O

Standard InChI:  InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16+/m1/s1

Standard InChI Key:  CDOJPCSDOXYJJF-KSKNGZLJSA-N

Alternative Forms

1. Parent:

   

   ALA467754

   CHITODEXTRIN

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: 424.40

Molecular Weight (Monoisotopic): 424.1693

AlogP: -5.11

#Rotatable Bonds: 6

Polar Surface Area: 207.27

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.50

CX Basic pKa: ┄

CX LogP: -5.28

CX LogD: -5.28

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.20

Np Likeness Score: 1.62

References

1. Martucci WE, Udier-Blagovic M, Atreya C, Babatunde O, Vargo MA, Jorgensen WL, Anderson KS..  (2009)  Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.,  19  (2): [PMID:19059777] [10.1016/j.bmcl.2008.11.054]

2. 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