(2R)-butyl 2-(((((4R,5R,7S,8R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-fluoro-8-hydroxy-6-oxa-1-thiaspiro[3,4]octan-7-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

ID: ALA5201095

Chembl Id: CHEMBL5201095

PubChem CID: 137526310

Max Phase: Preclinical

Molecular Formula: C24H31FN3O9PS

Molecular Weight: 587.56

Names and Identifiers

Canonical SMILES:  CCCCOC(=O)[C@H](C)NP(=O)(OC[C@@]1(F)O[C@@H](n2ccc(=O)[nH]c2=O)[C@@]2(CCS2)[C@@H]1O)Oc1ccccc1

Standard InChI:  InChI=1S/C24H31FN3O9PS/c1-3-4-13-34-19(30)16(2)27-38(33,37-17-8-6-5-7-9-17)35-15-24(25)20(31)23(11-14-39-23)21(36-24)28-12-10-18(29)26-22(28)32/h5-10,12,16,20-21,31H,3-4,11,13-15H2,1-2H3,(H,27,33)(H,26,29,32)/t16-,20-,21+,23+,24+,38?/m0/s1

Standard InChI Key:  HBXDKVRFZGVUOP-FDIXREGNSA-N

Alternative Forms

1. Parent:

   

   ALA5201095

   ---

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: 587.56

Molecular Weight (Monoisotopic): 587.1503

AlogP: 2.49

#Rotatable Bonds: 12

Polar Surface Area: 158.18

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.70

CX Basic pKa:

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 0.13

References

1. Grosse S, Tahri A, Raboisson P, Houpis Y, Stoops B, Jacoby E, Neefs JM, Van Loock M, Goethals O, Geluykens P, Bonfanti JF, Jonckers THM..  (2022)  From Oxetane to Thietane: Extending the Antiviral Spectrum of 2'-Spirocyclic Uridines by Substituting Oxygen with Sulfur.,  13  (12.0): [PMID:36518706] [10.1021/acsmedchemlett.2c00372]

Source

Source(1):

• Scientific Literature