(2R,3R,4R,5S)-2-((1R)-2-amino-1-((3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-2-oxoethoxy)-N-(3,4-difluorophenyl)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxamide

ID: ALA5277991

Max Phase: Preclinical

Molecular Formula: C23H24F2N4O11

Molecular Weight: 570.46

Names and Identifiers

Canonical SMILES:  CO[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1[C@@H](O[C@@H]1OC(C(=O)Nc2ccc(F)c(F)c2)=C[C@@H](O)[C@H]1O)C(N)=O

Standard InChI:  InChI=1S/C23H24F2N4O11/c1-37-16-15(33)21(29-5-4-13(31)28-23(29)36)39-17(16)18(19(26)34)40-22-14(32)11(30)7-12(38-22)20(35)27-8-2-3-9(24)10(25)6-8/h2-7,11,14-18,21-22,30,32-33H,1H3,(H2,26,34)(H,27,35)(H,28,31,36)/t11-,14-,15-,16+,17+,18-,21-,22+/m1/s1

Standard InChI Key:  RATIQJMMMZGLME-XURSNMBISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5277991

   ---

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: 570.46

Molecular Weight (Monoisotopic): 570.1410

AlogP: -2.44

#Rotatable Bonds: 8

Polar Surface Area: 224.66

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: ┄

CX LogP: -1.88

CX LogD: -1.88

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: 0.21

References

1. Serpi M, Ferrari V, Pertusati F..  (2016)  Nucleoside Derived Antibiotics to Fight Microbial Drug Resistance: New Utilities for an Established Class of Drugs?,  59  (23): [PMID:27607900] [10.1021/acs.jmedchem.6b00325]

Source

Source(1):

• Scientific Literature