3-[4-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-butyl]-2-methyl-1-thia-3-aza-spiro[4.4]nonan-4-one

ID: ALA131721

Chembl Id: CHEMBL131721

PubChem CID: 10551296

Max Phase: Preclinical

Molecular Formula: C23H32N4OS2

Molecular Weight: 444.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1SC2(CCCC2)C(=O)N1CCCCN1CCN(c2nsc3ccccc23)CC1

Standard InChI:  InChI=1S/C23H32N4OS2/c1-18-27(22(28)23(29-18)10-4-5-11-23)13-7-6-12-25-14-16-26(17-15-25)21-19-8-2-3-9-20(19)30-24-21/h2-3,8-9,18H,4-7,10-17H2,1H3

Standard InChI Key:  PAUMQFJGPJRGAD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA131721

   3-[4-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-butyl]-2-methyl-1-thia-3-aza-spiro[4.4]nonan-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: 444.67

Molecular Weight (Monoisotopic): 444.2018

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 39.68

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 4.39

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.05

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