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

ID: ALA5177486

Chembl Id: CHEMBL5177486

PubChem CID: 137526131

Max Phase: Preclinical

Molecular Formula: C23H30N3O9PS

Molecular Weight: 555.55

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H30N3O9PS/c1-14(2)33-20(29)15(3)25-36(31,35-16-7-5-4-6-8-16)32-13-17-19(28)23(10-12-37-23)21(34-17)26-11-9-18(27)24-22(26)30/h4-9,11,14-15,17,19,21,28H,10,12-13H2,1-3H3,(H,25,31)(H,24,27,30)/t15-,17+,19+,21+,23+,36?/m0/s1

Standard InChI Key:  QMSNJAUKYGBORS-IIVVOUHFSA-N

Alternative Forms

1. Parent:

   

   ALA5177486

   ---

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: 555.55

Molecular Weight (Monoisotopic): 555.1440

AlogP: 1.80

#Rotatable Bonds: 10

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: 9.59

CX Basic pKa:

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: 0.29

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