3-((4-(2-chloroacetamido)-3,5-dimethyl-1H-pyrrol-2-yl)methylene)-N-(2-methyl-1-phenylpropan-2-yl)-2-oxoindoline-5-carboxamide

ID: ALA4794588

Chembl Id: CHEMBL4794588

PubChem CID: 162674178

Max Phase: Preclinical

Molecular Formula: C28H29ClN4O3

Molecular Weight: 505.02

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(/C=C2\C(=O)Nc3ccc(C(=O)NC(C)(C)Cc4ccccc4)cc32)c(C)c1NC(=O)CCl

Standard InChI:  InChI=1S/C28H29ClN4O3/c1-16-23(30-17(2)25(16)32-24(34)15-29)13-21-20-12-19(10-11-22(20)31-27(21)36)26(35)33-28(3,4)14-18-8-6-5-7-9-18/h5-13,30H,14-15H2,1-4H3,(H,31,36)(H,32,34)(H,33,35)/b21-13-

Standard InChI Key:  JTEHJDRSPQNHIX-BKUYFWCQSA-N

Alternative Forms

  1. Parent:

    ALA4794588

    ---

Associated Targets(Human)

GRK5 Tchem G protein-coupled receptor kinase 5 (1126 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

GRK2 Beta-adrenergic receptor kinase 1 (102 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: 505.02Molecular Weight (Monoisotopic): 504.1928AlogP: 5.05#Rotatable Bonds: 7
Polar Surface Area: 103.09Molecular Species: NEUTRALHBA: 3HBD: 4
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.92CX Basic pKa: CX LogP: 4.54CX LogD: 4.54
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.27Np Likeness Score: -0.79

References

1. Rowlands RA,Chen Q,Bouley RA,Avramova LV,Tesmer JJG,White AD.  (2021)  Generation of Highly Selective, Potent, and Covalent G Protein-Coupled Receptor Kinase 5 Inhibitors.,  64  (1.0): [PMID:33393767] [10.1021/acs.jmedchem.0c01522]

Source