(E)-2-((2-((5-(4-(dimethylamino)but-2-enamido)-2-methoxyphenyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)benzamide

ID: ALA4475305

Chembl Id: CHEMBL4475305

PubChem CID: 155537345

Max Phase: Preclinical

Molecular Formula: C26H28N8O3

Molecular Weight: 500.56

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)/C=C/CN(C)C)cc1Nc1nc(Nc2ccccc2C(N)=O)c2cc[nH]c2n1

Standard InChI:  InChI=1S/C26H28N8O3/c1-34(2)14-6-9-22(35)29-16-10-11-21(37-3)20(15-16)31-26-32-24-18(12-13-28-24)25(33-26)30-19-8-5-4-7-17(19)23(27)36/h4-13,15H,14H2,1-3H3,(H2,27,36)(H,29,35)(H3,28,30,31,32,33)/b9-6+

Standard InChI Key:  BHYCJHSPIJOFSJ-RMKNXTFCSA-N

Alternative Forms

  1. Parent:

    ALA4475305

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Associated Targets(Human)

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

Associated Targets(non-human)

GRK1 Rhodopsin kinase (52 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
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: 500.56Molecular Weight (Monoisotopic): 500.2284AlogP: 3.61#Rotatable Bonds: 10
Polar Surface Area: 150.29Molecular Species: BASEHBA: 8HBD: 5
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 6#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.59CX Basic pKa: 8.80CX LogP: 4.47CX LogD: 3.05
Aromatic Rings: 4Heavy Atoms: 37QED Weighted: 0.21Np Likeness Score: -1.17

References

1. Rowlands RA, Cato MC, Waldschmidt HV, Bouley RA, Chen Q, Avramova L, Larsen SD, Tesmer JJG, White AD..  (2019)  Structure-Based Design of Selective, Covalent G Protein-Coupled Receptor Kinase 5 Inhibitors.,  10  (12): [PMID:31857838] [10.1021/acsmedchemlett.9b00365]

Source