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

ID: ALA3596223

Chembl Id: CHEMBL3596223

PubChem CID: 122182664

Max Phase: Preclinical

Molecular Formula: C26H32N8O11

Molecular Weight: 632.59

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]1NC(=O)c1cccc(Cc2cn(C[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)nn2)n1

Standard InChI:  InChI=1S/C26H32N8O11/c1-11(36)27-18-21(40)20(39)16(10-35)44-24(18)30-23(42)14-4-2-3-12(28-14)7-13-8-33(32-31-13)9-15-19(38)22(41)25(45-15)34-6-5-17(37)29-26(34)43/h2-6,8,15-16,18-22,24-25,35,38-41H,7,9-10H2,1H3,(H,27,36)(H,30,42)(H,29,37,43)/t15-,16-,18-,19-,20-,21-,22-,24-,25-/m1/s1

Standard InChI Key:  YTZHHHBNTRNMDR-DNJHOOJMSA-N

Alternative Forms

1. Parent:

   

   ALA3596223

   ---

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: 632.59

Molecular Weight (Monoisotopic): 632.2191

AlogP: -4.89

#Rotatable Bonds: 9

Polar Surface Area: 276.27

Molecular Species: NEUTRAL

HBA: 16

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 2.35

CX LogP: -3.98

CX LogD: -3.99

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.11

Np Likeness Score: 0.09

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