ID: ALA467754

Max Phase: Preclinical

Molecular Formula: C16H28N2O11

Molecular Weight: 424.40

Molecule Type: Small molecule

Representations

Synonyms (1): Chitodextrin
Synonyms from Alternative Forms(1):

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

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: 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: 0

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