5,6-Bis-(4-iodo-phenylamino)-isoindole-1,3-dione

ID: ALA8163

Chembl Id: CHEMBL8163

PubChem CID: 10325906

Max Phase: Preclinical

Molecular Formula: C20H13I2N3O2

Molecular Weight: 581.15

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)c2cc(Nc3ccc(I)cc3)c(Nc3ccc(I)cc3)cc21

Standard InChI:  InChI=1S/C20H13I2N3O2/c21-11-1-5-13(6-2-11)23-17-9-15-16(20(27)25-19(15)26)10-18(17)24-14-7-3-12(22)4-8-14/h1-10,23-24H,(H,25,26,27)

Standard InChI Key:  PZKMVVUAVPOFPD-UHFFFAOYSA-N

Alternative Forms

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKD3 Tchem Protein kinase C (PKC) (1010 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

cAMP-dependent protein kinase alpha-catalytic subunit (26 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

Calculated Properties

Molecular Weight: 581.15Molecular Weight (Monoisotopic): 580.9097AlogP: 5.27#Rotatable Bonds: 4
Polar Surface Area: 70.23Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.73CX Basic pKa: CX LogP: 5.43CX LogD: 5.41
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.29Np Likeness Score: -0.66

References

1. Trinks U, Buchdunger E, Furet P, Kump W, Mett H, Meyer T, Müller M, Regenass U, Rihs G, Lydon N..  (1994)  Dianilinophthalimides: potent and selective, ATP-competitive inhibitors of the EGF-receptor protein tyrosine kinase.,  37  (7): [PMID:8151612] [10.1021/jm00033a019]

Source