(2S,3R,4S,5R)-2-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-5-(hydroxymethyl)-2-vinyltetrahydrofuran-3,4-diol

ID: ALA2016759

Chembl Id: CHEMBL2016759

PubChem CID: 70689523

Max Phase: Preclinical

Molecular Formula: C13H16N4O4

Molecular Weight: 292.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@@]1(c2ccc3c(N)ncnn23)O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C13H16N4O4/c1-2-13(11(20)10(19)8(5-18)21-13)9-4-3-7-12(14)15-6-16-17(7)9/h2-4,6,8,10-11,18-20H,1,5H2,(H2,14,15,16)/t8-,10-,11-,13+/m1/s1

Standard InChI Key:  XIBLCLHWSMWYFL-VUXODMRMSA-N

Alternative Forms

1. Parent:

   

   ALA2016759

   (2S,3R,4S,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-(hydroxymethyl)-2-vinyl-tetrahydrofuran-3,4-diol

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: 292.30

Molecular Weight (Monoisotopic): 292.1172

AlogP: -1.19

#Rotatable Bonds: 3

Polar Surface Area: 126.13

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: 0.73

CX LogP: -0.99

CX LogD: -0.99

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: 0.63

References

1. Cho A, Saunders OL, Butler T, Zhang L, Xu J, Vela JE, Feng JY, Ray AS, Kim CU..  (2012)  Synthesis and antiviral activity of a series of 1'-substituted 4-aza-7,9-dideazaadenosine C-nucleosides.,  22  (8): [PMID:22446091] [10.1016/j.bmcl.2012.02.105]

Source

Source(1):

• Scientific Literature