5-(4-isopropylbenzylidene)-3-(piperidin-1-ylmethyl)-2-thioxothiazolidin-4-one

ID: ALA3222133

Chembl Id: CHEMBL3222133

PubChem CID: 5990469

Max Phase: Preclinical

Molecular Formula: C19H24N2OS2

Molecular Weight: 360.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(/C=C2\SC(=S)N(CN3CCCCC3)C2=O)cc1

Standard InChI:  InChI=1S/C19H24N2OS2/c1-14(2)16-8-6-15(7-9-16)12-17-18(22)21(19(23)24-17)13-20-10-4-3-5-11-20/h6-9,12,14H,3-5,10-11,13H2,1-2H3/b17-12-

Standard InChI Key:  BSYFJKQUWXSFDJ-ATVHPVEESA-N

Alternative Forms

1. Parent:

   

   ALA3222133

   (5Z)-3-(piperidin-1-ylmethyl)-5-[(4-propan-2-ylphenyl)methylidene]-2-sulfanylidene-1,3-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: 360.55

Molecular Weight (Monoisotopic): 360.1330

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 5.19

CX LogD: 5.01

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.69

References

1. Yap JL, Chauhan J, Jung K, Chen L, Prochownik EV, Fletcher S.  (2012)  Small-molecule inhibitors of dimeric transcription factors: Antagonism of proteinprotein and proteinDNA interactions,  3  (5): [10.1039/C2MD00289B]

2.  (2011)  Low molecular weight MYC-MAX inhibitors, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data