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

ID: ALA5284216

Max Phase: Preclinical

Molecular Formula: C21H30N4O11S

Molecular Weight: 546.56

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)NCCCSC)=C[C@@H](O)[C@H]1O)C(N)=O

Standard InChI:  InChI=1S/C21H30N4O11S/c1-33-14-13(29)19(25-6-4-11(27)24-21(25)32)35-15(14)16(17(22)30)36-20-12(28)9(26)8-10(34-20)18(31)23-5-3-7-37-2/h4,6,8-9,12-16,19-20,26,28-29H,3,5,7H2,1-2H3,(H2,22,30)(H,23,31)(H,24,27,32)/t9-,12-,13-,14+,15+,16-,19-,20+/m1/s1

Standard InChI Key:  RKJLQFSRVCUOFE-USBVHFDOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5284216

   ---

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: 546.56

Molecular Weight (Monoisotopic): 546.1632

AlogP: -3.49

#Rotatable Bonds: 11

Polar Surface Area: 224.66

Molecular Species: NEUTRAL

HBA: 13

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: -3.18

CX LogD: -3.18

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.15

Np Likeness Score: 0.71

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