N-((2S,5S,14S)-2-(4-fluorobenzyl)-5-formyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl)-5-methylisoxazole-3-carboxamide

ID: ALA4206628

Chembl Id: CHEMBL4206628

PubChem CID: 145978354

Max Phase: Preclinical

Molecular Formula: C25H30FN5O6

Molecular Weight: 515.54

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@H]2CCCCNC(=O)CC[C@@H](C=O)NC(=O)[C@H](Cc3ccc(F)cc3)NC2=O)no1

Standard InChI:  InChI=1S/C25H30FN5O6/c1-15-12-21(31-37-15)25(36)29-19-4-2-3-11-27-22(33)10-9-18(14-32)28-24(35)20(30-23(19)34)13-16-5-7-17(26)8-6-16/h5-8,12,14,18-20H,2-4,9-11,13H2,1H3,(H,27,33)(H,28,35)(H,29,36)(H,30,34)/t18-,19-,20-/m0/s1

Standard InChI Key:  RNQOAYPKSXZBPS-UFYCRDLUSA-N

Alternative Forms

  1. Parent:

    ALA4206628

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Associated Targets(non-human)

rhinovirus B14 (1052 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Genome polyprotein (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 515.54Molecular Weight (Monoisotopic): 515.2180AlogP: 0.71#Rotatable Bonds: 5
Polar Surface Area: 159.50Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.44CX Basic pKa: CX LogP: 0.17CX LogD: 0.17
Aromatic Rings: 2Heavy Atoms: 37QED Weighted: 0.43Np Likeness Score: -0.42

References

1. Namoto K, Sirockin F, Sellner H, Wiesmann C, Villard F, Moreau RJ, Valeur E, Paulding SC, Schleeger S, Schipp K, Loup J, Andrews L, Swale R, Robinson M, Farady CJ..  (2018)  Structure-based design and synthesis of macrocyclic human rhinovirus 3C protease inhibitors.,  28  (5): [PMID:29433930] [10.1016/j.bmcl.2018.01.064]

Source