N-(1,3-Dioxo-6-phenylamino-2,3-dihydro-1H-isoindol-5-yl)-N-phenyl-acetamide

ID: ALA268441

Chembl Id: CHEMBL268441

PubChem CID: 10361853

Max Phase: Preclinical

Molecular Formula: C22H17N3O3

Molecular Weight: 371.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(c1ccccc1)c1cc2c(cc1Nc1ccccc1)C(=O)NC2=O

Standard InChI:  InChI=1S/C22H17N3O3/c1-14(26)25(16-10-6-3-7-11-16)20-13-18-17(21(27)24-22(18)28)12-19(20)23-15-8-4-2-5-9-15/h2-13,23H,1H3,(H,24,27,28)

Standard InChI Key:  HLLXEUNKQFCLRG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA268441

   N-(1,3-Dioxo-6-phenylamino-2,3-dihydro-1H-isoindol-5-yl)-N-phenyl-acetamide

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: 371.40

Molecular Weight (Monoisotopic): 371.1270

AlogP: 4.00

#Rotatable Bonds: 4

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.52

CX Basic pKa: ┄

CX LogP: 2.89

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.79

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