ID: ALA3414808

Max Phase: Preclinical

Molecular Formula: C26H27N3O6S2

Molecular Weight: 541.65

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)N[C@@H](Cc3ccccc3)C(=O)SCCNC(C)=O)c(C(=O)O)s2)cc1

Standard InChI:  InChI=1S/C26H27N3O6S2/c1-16(30)27-12-13-36-25(33)21(14-17-6-4-3-5-7-17)29-26(34)28-20-15-22(37-23(20)24(31)32)18-8-10-19(35-2)11-9-18/h3-11,15,21H,12-14H2,1-2H3,(H,27,30)(H,31,32)(H2,28,29,34)/t21-/m0/s1

Standard InChI Key:  LWQPAGFHLYPLGL-NRFANRHFSA-N

Associated Targets(non-human)

2-heptyl-4(1H)-quinolone synthase PqsD 77 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

Properties

Molecular Weight: 541.65Molecular Weight (Monoisotopic): 541.1341AlogP: 4.25#Rotatable Bonds: 11
Polar Surface Area: 133.83Molecular Species: ACIDHBA: 7HBD: 4
#RO5 Violations: 1HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.56CX Basic pKa: CX LogP: 4.17CX LogD: 0.82
Aromatic Rings: 3Heavy Atoms: 37QED Weighted: 0.27Np Likeness Score: -0.93

References

1. Sahner JH, Empting M, Kamal A, Weidel E, Groh M, Börger C, Hartmann RW..  (2015)  Exploring the chemical space of ureidothiophene-2-carboxylic acids as inhibitors of the quorum sensing enzyme PqsD from Pseudomonas aeruginosa.,  96  [PMID:25874327] [10.1016/j.ejmech.2015.04.007]

Source