Isopropyl (2S)-2-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-ethynyl-2-fluoro-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-phenoxy-phosphoryl]amino]propanoate

ID: ALA5175333

Chembl Id: CHEMBL5175333

PubChem CID: 168277735

Max Phase: Preclinical

Molecular Formula: C23H27FN3O10P

Molecular Weight: 555.45

Names and Identifiers

Canonical SMILES:  C#C[C@]1(O)[C@H](n2ccc(=O)[nH]c2=O)O[C@](F)(CO[P@](=O)(N[C@@H](C)C(=O)OC(C)C)Oc2ccccc2)[C@H]1O

Standard InChI:  InChI=1S/C23H27FN3O10P/c1-5-22(32)19(30)23(24,36-20(22)27-12-11-17(28)25-21(27)31)13-34-38(33,37-16-9-7-6-8-10-16)26-15(4)18(29)35-14(2)3/h1,6-12,14-15,19-20,30,32H,13H2,2-4H3,(H,26,33)(H,25,28,31)/t15-,19-,20+,22+,23+,38+/m0/s1

Standard InChI Key:  TXLRPFUXHMFACO-QATPPUQLSA-N

Alternative Forms

1. Parent:

   

   ALA5175333

   ---

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: 555.45

Molecular Weight (Monoisotopic): 555.1418

AlogP: 0.59

#Rotatable Bonds: 10

Polar Surface Area: 178.41

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.66

CX Basic pKa:

CX LogP: 0.83

CX LogD: 0.83

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: 0.17

References

1. Nascimento IJDS, Santos-Júnior PFDS, Aquino TM, Araújo-Júnior JX, Silva-Júnior EFD..  (2021)  Insights on Dengue and Zika NS5 RNA-dependent RNA polymerase (RdRp) inhibitors.,  224  [PMID:34274831] [10.1016/j.ejmech.2021.113698]

Source

Source(1):

• Scientific Literature