2-(1-((4-amino-2-methylpyrimidin-5-yl)methyl)-1H-1,2,3-triazol-4-yl)ethyl diphosphate

ID: ALA3559521

Chembl Id: CHEMBL3559521

PubChem CID: 16120065

Max Phase: Preclinical

Molecular Formula: C10H16N6O7P2

Molecular Weight: 394.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(Cn2cc(CCOP(=O)(O)OP(=O)(O)O)nn2)c(N)n1

Standard InChI:  InChI=1S/C10H16N6O7P2/c1-7-12-4-8(10(11)13-7)5-16-6-9(14-15-16)2-3-22-25(20,21)23-24(17,18)19/h4,6H,2-3,5H2,1H3,(H,20,21)(H2,11,12,13)(H2,17,18,19)

Standard InChI Key:  OUYZWZMXDQIZLB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3559521

   2-[1-[(4-Amino-2-methylpyrimidin-5-yl)methyl]triazol-4-yl]ethyl phosphono hydrogen phosphate

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: 394.22

Molecular Weight (Monoisotopic): 394.0556

AlogP: -0.22

#Rotatable Bonds: 8

Polar Surface Area: 195.80

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.89

CX Basic pKa: 6.84

CX LogP: -3.33

CX LogD: -5.85

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -0.51

References

1. Matzner D, Mayer G..  (2015)  (Dis)similar Analogues of Riboswitch Metabolites as Antibacterial Lead Compounds.,  58  (8): [PMID:25603286] [10.1021/jm500868e]

2. Chan AHY, Fathoni I, Ho TCS, Saliba KJ, Leeper FJ..  (2022)  Thiamine analogues as inhibitors of pyruvate dehydrogenase and discovery of a thiamine analogue with non-thiamine related antiplasmodial activity.,  13  (7.0): [PMID:35919337] [10.1039/d2md00085g]

3. Chan AHY, Ho TCS, Fathoni I, Pope R, Saliba KJ, Leeper FJ..  (2023)  Inhibition of Thiamine Diphosphate-Dependent Enzymes by Triazole-Based Thiamine Analogues.,  14  (5): [PMID:37197459] [10.1021/acsmedchemlett.3c00047]

Source

Source(1):

• Scientific Literature