(Z)-5-(Naphthalen-1'-ylmethylene)-2-thioxothiazolidin-4-one

ID: ALA457747

Chembl Id: CHEMBL457747

PubChem CID: 1526876

Max Phase: Preclinical

Molecular Formula: C14H9NOS2

Molecular Weight: 271.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)S/C1=C\c1cccc2ccccc12

Standard InChI:  InChI=1S/C14H9NOS2/c16-13-12(18-14(17)15-13)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H,(H,15,16,17)/b12-8-

Standard InChI Key:  KHWBBJGNDBRXEW-WQLSENKSSA-N

Alternative Forms

1. Parent:

   

   ALA457747

   5-(Naphthylmethylene)-2-thioxo-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: 271.37

Molecular Weight (Monoisotopic): 271.0126

AlogP: 3.33

#Rotatable Bonds: 1

Polar Surface Area: 29.10

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.64

Np Likeness Score: -1.53

References

1. Russell AJ, Westwood IM, Crawford MH, Robinson J, Kawamura A, Redfield C, Laurieri N, Lowe ED, Davies SG, Sim E..  (2009)  Selective small molecule inhibitors of the potential breast cancer marker, human arylamine N-acetyltransferase 1, and its murine homologue, mouse arylamine N-acetyltransferase 2.,  17  (2): [PMID:19059786] [10.1016/j.bmc.2008.11.032]

2. Fan C, Clay MD, Deyholos MK, Vederas JC..  (2010)  Exploration of inhibitors for diaminopimelate aminotransferase.,  18  (6): [PMID:20185317] [10.1016/j.bmc.2010.02.001]

3. Maccari R, Del Corso A, Giglio M, Moschini R, Mura U, Ottanà R..  (2011)  In vitro evaluation of 5-arylidene-2-thioxo-4-thiazolidinones active as aldose reductase inhibitors.,  21  (1): [PMID:21129963] [10.1016/j.bmcl.2010.11.041]

4. Bataille CJ, Brennan MB, Byrne S, Davies SG, Durbin M, Fedorov O, Huber KV, Jones AM, Knapp S, Liu G, Nadali A, Quevedo CE, Russell AJ, Walker RG, Westwood R, Wynne GM..  (2017)  Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family.,  25  (9): [PMID:28341403] [10.1016/j.bmc.2017.02.056]

Source

Source(1):

• Scientific Literature