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

ID: ALA4798377

Chembl Id: CHEMBL4798377

PubChem CID: 162676282

Max Phase: Preclinical

Molecular Formula: C35H40FN7O9S

Molecular Weight: 753.81

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(Cn1cc(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/C35H40FN7O9S/c36-25-13-23-26(43(21-3-4-21)16-24(30(23)46)34(50)51)14-27(25)41-11-9-40(10-12-41)8-7-20-15-42(39-38-20)17-29(45)37-19-1-5-22(6-2-19)53-35-33(49)32(48)31(47)28(18-44)52-35/h1-2,5-6,13-16,21,28,31-33,35,44,47-49H,3-4,7-12,17-18H2,(H,37,45)(H,50,51)/t28-,31+,32+,33-,35+/m1/s1

Standard InChI Key:  WEOVYNVVPLGKSH-SLDZREFPSA-N

Alternative Forms

  1. Parent:

    ALA4798377

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Associated Targets(non-human)

gyrB DNA gyrase (2092 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
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: 753.81Molecular Weight (Monoisotopic): 753.2592AlogP: 0.66#Rotatable Bonds: 12
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: 6.40CX LogP: -0.24CX LogD: -1.09
Aromatic Rings: 4Heavy Atoms: 53QED Weighted: 0.12Np Likeness Score: -0.97

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