9-(3-deoxy-3-fluoro-6-O-trityl-b-D-glycerohex-2-enopyranosyl-4-ulose)-N6-benzoyl adenine

ID: ALA507765

PubChem CID: 44567486

Max Phase: Preclinical

Molecular Formula: C37H28FN5O4

Molecular Weight: 625.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncnc2ncn([C@H]3C=C(F)C(=O)[C@@H](COC(c4ccccc4)(c4ccccc4)c4ccccc4)O3)c12)c1ccccc1

Standard InChI:  InChI=1S/C37H28FN5O4/c38-29-21-31(43-24-41-34-32(43)35(40-23-39-34)42-36(45)25-13-5-1-6-14-25)47-30(33(29)44)22-46-37(26-15-7-2-8-16-26,27-17-9-3-10-18-27)28-19-11-4-12-20-28/h1-21,23-24,30-31H,22H2,(H,39,40,42,45)/t30-,31-/m1/s1

Standard InChI Key:  GTUGCHXJCXPMHT-FIRIVFDPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA507765

   N-[7-[(2R,6R)-4-fluoro-5-oxo-6-(trityloxymethyl)-2H-pyran-2-yl]purin-6-yl]benzamide

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: 625.66

Molecular Weight (Monoisotopic): 625.2125

AlogP: 6.41

#Rotatable Bonds: 9

Polar Surface Area: 108.23

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.40

CX Basic pKa: 1.60

CX LogP: 7.29

CX LogD: 7.29

Aromatic Rings: 6

Heavy Atoms: 47

QED Weighted: 0.19

Np Likeness Score: -0.32

References

1. Manta S, Agelis G, Botić T, Cencic A, Komiotis D..  (2008)  Unsaturated fluoro-ketopyranosyl nucleosides: synthesis and biological evaluation of 3-fluoro-4-keto-beta-d-glucopyranosyl derivatives of N(4)-benzoyl cytosine and N(6)-benzoyl adenine.,  43  (2): [PMID:17548129] [10.1016/j.ejmech.2007.04.001]

Source

Source(1):

• Scientific Literature