[1-[[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1H-purin-7-ium-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]triazol-4-yl]oxymethyl-hydroxy-phosphinate

ID: ALA4216260

Chembl Id: CHEMBL4216260

PubChem CID: 145972349

Max Phase: Preclinical

Molecular Formula: C14H19N8O8P

Molecular Weight: 458.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](Cn3cc(OCP(=O)([O-])O)nn3)[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c21

Standard InChI:  InChI=1S/C14H19N8O8P/c1-20-4-22(11-8(20)12(25)17-14(15)16-11)13-10(24)9(23)6(30-13)2-21-3-7(18-19-21)29-5-31(26,27)28/h3-4,6,9-10,13,23-24H,2,5H2,1H3,(H4-,15,16,17,25,26,27,28)/t6-,9-,10-,13-/m1/s1

Standard InChI Key:  UJQYSQBGSAWWKN-ZRFIDHNTSA-N

Alternative Forms

1. Parent:

   

   ALA4216260

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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: 458.33

Molecular Weight (Monoisotopic): 458.1063

AlogP: -4.08

#Rotatable Bonds: 6

Polar Surface Area: 230.57

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.34

CX Basic pKa: 0.34

CX LogP: -7.80

CX LogD: -8.80

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.18

Np Likeness Score: 0.32

References

1. Kozarski M, Kubacka D, Wojtczak BA, Kasprzyk R, Baranowski MR, Kowalska J..  (2018)  7-Methylguanosine monophosphate analogues with 5'-(1,2,3-triazoyl) moiety: Synthesis and evaluation as the inhibitors of cNIIIB nucleotidase.,  26  (1): [PMID:29195795] [10.1016/j.bmc.2017.11.032]

Source

Source(1):

• Scientific Literature