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

ID: ALA3596226

Chembl Id: CHEMBL3596226

PubChem CID: 122182667

Max Phase: Preclinical

Molecular Formula: C24H29N7O11

Molecular Weight: 591.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)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/C24H29N7O11/c32-9-14-17(35)18(36)19(37)22(41-14)27-21(39)12-3-1-2-10(25-12)6-11-7-30(29-28-11)8-13-16(34)20(38)23(42-13)31-5-4-15(33)26-24(31)40/h1-5,7,13-14,16-20,22-23,32,34-38H,6,8-9H2,(H,27,39)(H,26,33,40)/t13-,14-,16-,17-,18+,19-,20-,22-,23-/m1/s1

Standard InChI Key:  UCGYROKWBXHCEV-AZXOACOWSA-N

Alternative Forms

1. Parent:

   

   ALA3596226

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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: 591.53

Molecular Weight (Monoisotopic): 591.1925

AlogP: -5.04

#Rotatable Bonds: 8

Polar Surface Area: 267.40

Molecular Species: NEUTRAL

HBA: 16

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 2.35

CX LogP: -3.70

CX LogD: -3.70

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.12

Np 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),  5  (8): [10.1039/C4MD00063C]

Source

Source(1):

• Scientific Literature