ID: ALA4871616

Max Phase: Preclinical

Molecular Formula: C22H31N3O8

Molecular Weight: 465.50

Molecule Type: Unknown

Associated Items:

Representations

Canonical SMILES:  O=C(O)CCCCCCCOc1ccc(-c2cn([C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)nn2)cc1

Standard InChI:  InChI=1S/C22H31N3O8/c26-13-17-19(29)20(30)21(31)22(33-17)25-12-16(23-24-25)14-7-9-15(10-8-14)32-11-5-3-1-2-4-6-18(27)28/h7-10,12,17,19-22,26,29-31H,1-6,11,13H2,(H,27,28)/t17-,19-,20+,21+,22+/m1/s1

Standard InChI Key:  RVXYENOTNIRYNF-ICGSVKGVSA-N

Associated Targets(non-human)

Adhesin protein fimH 338 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

Properties

Molecular Weight: 465.50Molecular Weight (Monoisotopic): 465.2111AlogP: 0.72#Rotatable Bonds: 12
Polar Surface Area: 167.39Molecular Species: ACIDHBA: 10HBD: 5
#RO5 Violations: 0HBA (Lipinski): 11HBD (Lipinski): 5#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.53CX Basic pKa: CX LogP: 1.26CX LogD: -1.52
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.28Np Likeness Score: 0.20

References

1. Tomašič T, Rabbani S, Jakob RP, Reisner A, Jakopin Ž, Maier T, Ernst B, Anderluh M..  (2021)  Does targeting Arg98 of FimH lead to high affinity antagonists?,  211  [PMID:33340913] [10.1016/j.ejmech.2020.113093]

Source