1-[4-(1-Oxo-2,3-dihydro-1H-isoindol-4-yl)-phenyl]-3-m-tolyl-urea

ID: ALA185569

Chembl Id: CHEMBL185569

PubChem CID: 5329880

Max Phase: Preclinical

Molecular Formula: C22H19N3O2

Molecular Weight: 357.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)Nc2ccc(-c3cccc4c3CNC4=O)cc2)c1

Standard InChI:  InChI=1S/C22H19N3O2/c1-14-4-2-5-17(12-14)25-22(27)24-16-10-8-15(9-11-16)18-6-3-7-19-20(18)13-23-21(19)26/h2-12H,13H2,1H3,(H,23,26)(H2,24,25,27)

Standard InChI Key:  ZAARMHXLYCHRAK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA185569

   1-(3-methylphenyl)-3-[4-(1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]urea

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: 357.41

Molecular Weight (Monoisotopic): 357.1477

AlogP: 4.55

#Rotatable Bonds: 3

Polar Surface Area: 70.23

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.51

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.80

References

1. Curtin ML, Frey RR, Heyman HR, Sarris KA, Steinman DH, Holmes JH, Bousquet PF, Cunha GA, Moskey MD, Ahmed AA, Pease LJ, Glaser KB, Stewart KD, Davidsen SK, Michaelides MR..  (2004)  Isoindolinone ureas: a novel class of KDR kinase inhibitors.,  14  (17): [PMID:15357981] [10.1016/j.bmcl.2004.06.041]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays