1-cyclopropyl-6-fluoro-4-oxo-7-(4-(2-(1-(4-oxo-4-(4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-ylthio)phenylamino)butyl)-1H-1,2,3-triazol-4-yl)ethyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4744289

Chembl Id: CHEMBL4744289

PubChem CID: 162645887

Max Phase: Preclinical

Molecular Formula: C37H44FN7O9S

Molecular Weight: 781.86

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(CCCn1cc(CCN2CCN(c3cc4c(cc3F)c(=O)c(C(=O)O)cn4C3CC3)CC2)nn1)Nc1ccc(S[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C37H44FN7O9S/c38-27-16-25-28(45(23-5-6-23)19-26(32(25)48)36(52)53)17-29(27)43-14-12-42(13-15-43)11-9-22-18-44(41-40-22)10-1-2-31(47)39-21-3-7-24(8-4-21)55-37-35(51)34(50)33(49)30(20-46)54-37/h3-4,7-8,16-19,23,30,33-35,37,46,49-51H,1-2,5-6,9-15,20H2,(H,39,47)(H,52,53)/t30-,33+,34+,35-,37+/m1/s1

Standard InChI Key:  SZWYKMISWKNCPG-CCRRNQKPSA-N

Alternative Forms

  1. Parent:

    ALA4744289

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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus carnosus (20 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 781.86Molecular Weight (Monoisotopic): 781.2905AlogP: 1.44#Rotatable Bonds: 14
Polar Surface Area: 215.74Molecular Species: ACIDHBA: 15HBD: 6
#RO5 Violations: 3HBA (Lipinski): 16HBD (Lipinski): 6#RO5 Violations (Lipinski): 3
CX Acidic pKa: 5.71CX Basic pKa: 6.41CX LogP: 0.28CX LogD: -0.57
Aromatic Rings: 4Heavy Atoms: 55QED Weighted: 0.11Np Likeness Score: -0.88

References

1. Meiers J,Zahorska E,Röhrig T,Hauck D,Wagner S,Titz A.  (2020)  Directing Drugs to Bugs: Antibiotic-Carbohydrate Conjugates Targeting Biofilm-Associated Lectins of Pseudomonas aeruginosa.,  63  (20): [PMID:32924479] [10.1021/acs.jmedchem.0c00856]

Source