2-Phenylaminomethyl-isoindole-1,3-dione

ID: ALA38326

Chembl Id: CHEMBL38326

Cas Number: 13314-96-0

PubChem CID: 241616

Max Phase: Preclinical

Molecular Formula: C15H12N2O2

Molecular Weight: 252.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)N1CNc1ccccc1

Standard InChI:  InChI=1S/C15H12N2O2/c18-14-12-8-4-5-9-13(12)15(19)17(14)10-16-11-6-2-1-3-7-11/h1-9,16H,10H2

Standard InChI Key:  YQBGAGYLFPRNEM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA38326

   2-(anilinomethyl)-1H-isoindole-1,3(2H)-dione

Molecule Features

Natural Product: Yes

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: 252.27

Molecular Weight (Monoisotopic): 252.0899

AlogP: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.80

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -0.98

References

1. Miyachi H, Azuma A, Kitamoto T, Hayashi K, Kato S, Koga M, Sato B, Hashimoto Y.  (1997)  Potent novel nonsteroidal androgen antagonists with a phthalimide skeleton,  7  (11): [10.1016/S0960-894X(97)00249-7]

2. PubChem BioAssay data set, 

3. Tamilvendan D, Rajeswari S, Ilavenil S, Chakkaravarthy K, Venkatesa Prabhu G.  (2012)  Syntheses, spectral, crystallographic, antimicrobial, and antioxidant studies of few Mannich bases,  21  (12): [10.1007/s00044-011-9944-2]

4. Zhou W, Li S, Lu W, Yuan J, Xu Y, Li H, Huang J, Zhao Z.  (2016)  Isoindole-1,3-dione derivatives as RSK2 inhibitors: synthesis, molecular docking simulation and SAR analysis,  7  (2): [10.1039/C5MD00469A]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays