(2S)-2-((S)-2-amino-4-(methylthio)butanamido)-2-((2S,4R,5R)-6-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4,5-dihydroxytetrahydro-2H-pyran-2-yl)acetic acid

ID: ALA5285448

Max Phase: Preclinical

Molecular Formula: C16H24N4O8S

Molecular Weight: 432.46

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CSCC[C@H](N)C(=O)N[C@H](C(=O)O)[C@@H]1C[C@@H](O)[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O1

Standard InChI:  InChI=1S/C16H24N4O8S/c1-29-5-3-7(17)13(24)19-11(15(25)26)9-6-8(21)12(23)14(28-9)20-4-2-10(22)18-16(20)27/h2,4,7-9,11-12,14,21,23H,3,5-6,17H2,1H3,(H,19,24)(H,25,26)(H,18,22,27)/t7-,8+,9-,11-,12+,14+/m0/s1

Standard InChI Key:  LSWHDEXPOATOIK-XYZPLYIDSA-N

Molfile:  

 
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M  END

Alternative Forms

  1. Parent:

    ALA5285448

    ---

Associated Targets(non-human)

Cryptococcus neoformans (21258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Coccidioides immitis (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 432.46Molecular Weight (Monoisotopic): 432.1315AlogP: -2.80#Rotatable Bonds: 8
Polar Surface Area: 196.97Molecular Species: ACIDHBA: 10HBD: 6
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 7#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.59CX Basic pKa: 8.39CX LogP: -4.92CX LogD: -4.96
Aromatic Rings: 1Heavy Atoms: 29QED Weighted: 0.25Np Likeness Score: 0.64

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