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

ID: ALA267019

Chembl Id: CHEMBL267019

PubChem CID: 10406267

Max Phase: Preclinical

Molecular Formula: C20H15N3O4

Molecular Weight: 361.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H15N3O4/c24-13-5-1-11(2-6-13)21-17-9-15-16(20(27)23-19(15)26)10-18(17)22-12-3-7-14(25)8-4-12/h1-10,21-22,24-25H,(H,23,26,27)

Standard InChI Key:  TYLKNORJFZPIPX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA267019

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

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 361.36

Molecular Weight (Monoisotopic): 361.1063

AlogP: 3.47

#Rotatable Bonds: 4

Polar Surface Area: 110.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.68

CX Basic pKa: 0.34

CX LogP: 2.97

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -0.14

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

Source(1):

• Scientific Literature