6-[1-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]triazol-4-yl]-N-[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]pyridine-2-carboxamide

ID: ALA3596224

Chembl Id: CHEMBL3596224

PubChem CID: 122182665

Max Phase: Preclinical

Molecular Formula: C25H30N8O11

Molecular Weight: 618.56

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2cccc(C(=O)NC[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)n2)nn1

Standard InChI:  InChI=1S/C25H30N8O11/c1-10(35)27-17-20(39)19(38)15(9-34)44-23(17)33-8-13(30-31-33)11-3-2-4-12(28-11)22(41)26-7-14-18(37)21(40)24(43-14)32-6-5-16(36)29-25(32)42/h2-6,8,14-15,17-21,23-24,34,37-40H,7,9H2,1H3,(H,26,41)(H,27,35)(H,29,36,42)/t14-,15-,17-,18-,19-,20-,21-,23-,24-/m1/s1

Standard InChI Key:  ZRXKIBFKESRSKK-DTZRTRBISA-N

Alternative Forms

  1. Parent:

    ALA3596224

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Associated Targets(Human)

OGT Tchem UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunit (206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 618.56Molecular Weight (Monoisotopic): 618.2034AlogP: -4.64#Rotatable Bonds: 8
Polar Surface Area: 276.27Molecular Species: NEUTRALHBA: 16HBD: 8
#RO5 Violations: 3HBA (Lipinski): 19HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.70CX Basic pKa: CX LogP: -3.92CX LogD: -3.92
Aromatic Rings: 3Heavy Atoms: 44QED Weighted: 0.12Np Likeness Score: -0.03

References

1. Wang S, Shen DL, Lafont D, Vercoutter-Edouart A, Mortuaire M, Shi Y, Maniti O, Girard-Egrot A, Lefebvre T, Pinto BM, Vocadlo D, Vidal S.  (2014)  Design of glycosyltransferase inhibitors targeting human O-GlcNAc transferase (OGT),  (8): [10.1039/C4MD00063C]

Source