N-((5S,8S,11S,19S)-8-(4-fluorobenzyl)-5-formyl-2,7,10-trioxo-18-oxa-1,6,9-triazabicyclo[17.2.1]docos-13-en-11-yl)-5-methylisoxazole-3-carboxamide

ID: ALA4216095

Chembl Id: CHEMBL4216095

PubChem CID: 145972580

Max Phase: Preclinical

Molecular Formula: C31H38FN5O7

Molecular Weight: 611.67

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@H]2C/C=C/CCCO[C@H]3CCN(C3)C(=O)CC[C@@H](C=O)NC(=O)[C@H](Cc3ccc(F)cc3)NC2=O)no1

Standard InChI:  InChI=1S/C31H38FN5O7/c1-20-16-27(36-44-20)31(42)34-25-6-4-2-3-5-15-43-24-13-14-37(18-24)28(39)12-11-23(19-38)33-30(41)26(35-29(25)40)17-21-7-9-22(32)10-8-21/h2,4,7-10,16,19,23-26H,3,5-6,11-15,17-18H2,1H3,(H,33,41)(H,34,42)(H,35,40)/b4-2+/t23-,24-,25-,26-/m0/s1

Standard InChI Key:  ZVRJNRSAPAFLHW-BYJQMRIBSA-N

Alternative Forms

  1. Parent:

    ALA4216095

    ---

Associated Targets(non-human)

Genome polyprotein (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rhinovirus B14 (1052 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: 611.67Molecular Weight (Monoisotopic): 611.2755AlogP: 1.77#Rotatable Bonds: 5
Polar Surface Area: 159.94Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.66CX Basic pKa: CX LogP: 0.82CX LogD: 0.82
Aromatic Rings: 2Heavy Atoms: 44QED Weighted: 0.34Np Likeness Score: -0.21

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