(2R,3S,4S,5R)-2-(4-amino-5-(dibenzo[b,d]furan-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-5-(hydroxymethyl)tetrahydrofuran-3-ol

ID: ALA4875301

PubChem CID: 164628462

Max Phase: Preclinical

Molecular Formula: C23H19FN4O4

Molecular Weight: 434.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1cccc3c1oc1ccccc13)cn2[C@@H]1O[C@H](CO)[C@@H](F)[C@H]1O

Standard InChI:  InChI=1S/C23H19FN4O4/c24-18-16(9-29)32-23(19(18)30)28-8-14(17-21(25)26-10-27-22(17)28)13-6-3-5-12-11-4-1-2-7-15(11)31-20(12)13/h1-8,10,16,18-19,23,29-30H,9H2,(H2,25,26,27)/t16-,18-,19-,23-/m1/s1

Standard InChI Key:  PBGRRLYQNWQISK-DYVMYPEFSA-N

Molfile:  

 
     RDKit          2D

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 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875301

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 434.43

Molecular Weight (Monoisotopic): 434.1390

AlogP: 3.17

#Rotatable Bonds: 3

Polar Surface Area: 119.56

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.30

CX Basic pKa: 6.33

CX LogP: 2.44

CX LogD: 2.40

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: 0.45

References

1. Nguyen VH, Tichý M, Rožánková S, Pohl R, Downey AM, Doleželová E, Tloušťová E, Slapničková M, Zíková A, Hocek M..  (2021)  Synthesis and anti-trypanosomal activity of 3'-fluororibonucleosides derived from 7-deazapurine nucleosides.,  40  [PMID:33741462] [10.1016/j.bmcl.2021.127957]

Source

Source(1):

• Scientific Literature