(2R,3R,4R,5R)-4-fluoro-2-(hydroxymethyl)-5-(5-((6-methoxypyridin-2-yl)ethynyl)-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-methyltetrahydrofuran-3-ol

ID: ALA5283594

Max Phase: Preclinical

Molecular Formula: C21H21FN4O4

Molecular Weight: 412.42

Names and Identifiers

Canonical SMILES:  COc1cccc(C#Cc2cn([C@@H]3O[C@H](CO)[C@@H](O)[C@@]3(C)F)c3ncnc(C)c23)n1

Standard InChI:  InChI=1S/C21H21FN4O4/c1-12-17-13(7-8-14-5-4-6-16(25-14)29-3)9-26(19(17)24-11-23-12)20-21(2,22)18(28)15(10-27)30-20/h4-6,9,11,15,18,20,27-28H,10H2,1-3H3/t15-,18-,20-,21-/m1/s1

Standard InChI Key:  OZSQSWMMHRHFME-ZQYQINFJSA-N

Molfile:  

 
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    1.0483    3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530    2.4709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5283594

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.42

Molecular Weight (Monoisotopic): 412.1547

AlogP: 1.52

#Rotatable Bonds: 3

Polar Surface Area: 102.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.58

CX Basic pKa: 3.92

CX LogP: 1.99

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -0.05

References

1. Yao G, Yu J, Lin C, Zhu Y, Duan A, Li M, Yuan J, Zhang J..  (2022)  Design, synthesis, and biological evaluation of novel 2'-methyl-2'-fluoro-6-methyl-7-alkynyl-7-deazapurine nucleoside analogs as anti-Zika virus agents.,  234  [PMID:35306290] [10.1016/j.ejmech.2022.114275]

Source

Source(1):

• Scientific Literature