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

ID: ALA3596225

Chembl Id: CHEMBL3596225

PubChem CID: 122182666

Max Phase: Preclinical

Molecular Formula: C26H30N10O10

Molecular Weight: 642.59

Molecule Type: Small molecule

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(-c3cn(C[C@H]4O[C@@H](n5ccc(=O)[nH]c5=O)[C@H](O)[C@@H]4O)nn3)n2)nn1

Standard InChI:  InChI=1S/C26H30N10O10/c1-11(38)27-19-22(42)21(41)17(10-37)46-24(19)36-8-15(31-33-36)13-4-2-3-12(28-13)14-7-34(32-30-14)9-16-20(40)23(43)25(45-16)35-6-5-18(39)29-26(35)44/h2-8,16-17,19-25,37,40-43H,9-10H2,1H3,(H,27,38)(H,29,39,44)/t16-,17-,19-,20-,21-,22-,23-,24-,25-/m1/s1

Standard InChI Key:  POUGXTRMKNUNKF-WFLLJXBSSA-N

Alternative Forms

1. Parent:

   

   ALA3596225

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Molecule Features

Natural Product: No

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: 642.59

Molecular Weight (Monoisotopic): 642.2146

AlogP: -4.12

#Rotatable Bonds: 8

Polar Surface Area: 277.88

Molecular Species: NEUTRAL

HBA: 18

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: ┄

CX LogP: -2.91

CX LogD: -2.91

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: 0.02

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),  5  (8): [10.1039/C4MD00063C]

Source

Source(1):

• Scientific Literature