(R)-2-((4-chloro-2-hydroxy-3-(isopropylsulfonyl)phenyl)amino)-5-propyl-1,5-dihydro-4H-imidazol-4-one

ID: ALA4746698

Chembl Id: CHEMBL4746698

PubChem CID: 162648477

Max Phase: Preclinical

Molecular Formula: C15H20ClN3O4S

Molecular Weight: 373.86

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC[C@H]1NC(Nc2ccc(Cl)c(S(=O)(=O)C(C)C)c2O)=NC1=O

Standard InChI:  InChI=1S/C15H20ClN3O4S/c1-4-5-11-14(21)19-15(18-11)17-10-7-6-9(16)13(12(10)20)24(22,23)8(2)3/h6-8,11,20H,4-5H2,1-3H3,(H2,17,18,19,21)/t11-/m1/s1

Standard InChI Key:  VQIZKWDESWYSIJ-LLVKDONJSA-N

Alternative Forms

  1. Parent:

    ALA4746698

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Associated Targets(Human)

CXCR2 Tchem Interleukin-8 receptor B (3491 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CXCR1 Tchem Interleukin-8 receptor A (2256 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: 373.86Molecular Weight (Monoisotopic): 373.0863AlogP: 2.29#Rotatable Bonds: 5
Polar Surface Area: 107.86Molecular Species: ACIDHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 6.31CX Basic pKa: 3.89CX LogP: 2.87CX LogD: 1.79
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.68Np Likeness Score: -0.81

References

1. Che J,Wang Z,Shen Z,Zhuang W,Ying H,Hu Y,Hu Y,Xie X,Dong X.  (2021)  Discovery of 1,5-Dihydro-4H-imidazol-4-one Derivatives as Potent, Selective Antagonists of CXC Chemokine Receptor 2.,  12  (5.0): [PMID:34055234] [10.1021/acsmedchemlett.1c00113]

Source