5,5-Dimethyl-3-{4-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-butyl}-thiazolidin-4-one

ID: ALA134027

Chembl Id: CHEMBL134027

PubChem CID: 10597953

Max Phase: Preclinical

Molecular Formula: C20H28F3N3OS

Molecular Weight: 415.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)SCN(CCCCN2CCN(c3cccc(C(F)(F)F)c3)CC2)C1=O

Standard InChI:  InChI=1S/C20H28F3N3OS/c1-19(2)18(27)26(15-28-19)9-4-3-8-24-10-12-25(13-11-24)17-7-5-6-16(14-17)20(21,22)23/h5-7,14H,3-4,8-13,15H2,1-2H3

Standard InChI Key:  QSNJCJGBMAHIQV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA134027

   5,5-Dimethyl-3-{4-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-butyl}-thiazolidin-4-one

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: 415.53

Molecular Weight (Monoisotopic): 415.1905

AlogP: 3.92

#Rotatable Bonds: 6

Polar Surface Area: 26.79

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.08

CX LogP: 3.72

CX LogD: 2.96

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.39

References

1. Hrib NJ, Jurcak JG, Bregna DE, Burgher KL, Hartman HB, Kafka S, Kerman LL, Kongsamut S, Roehr JE, Szewczak MR, Woods-Kettelberger AT, Corbett R..  (1996)  Structure-activity relationships of a series of novel (piperazinylbutyl)thiazolidinone antipsychotic agents related to 3-[4-[4-(6-fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]-2,5,5- trimethyl-4-thiazolidinone maleate.,  39  (20): [PMID:8831770] [10.1021/jm960268u]

Source

Source(1):

• Scientific Literature