5-(Quinoxalin-2-ylmethylene)-2-thioxothiazolidin-4-one

ID: ALA2062727

PubChem CID: 6226569

Max Phase: Preclinical

Molecular Formula: C12H7N3OS2

Molecular Weight: 273.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)S/C1=C\c1cnc2ccccc2n1

Standard InChI:  InChI=1S/C12H7N3OS2/c16-11-10(18-12(17)15-11)5-7-6-13-8-3-1-2-4-9(8)14-7/h1-6H,(H,15,16,17)/b10-5-

Standard InChI Key:  XUUMNYDGUHORQI-YHYXMXQVSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    7.9508    1.5437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4719    2.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6850    1.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6801    1.1396    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4648    0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7166    0.0931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7333    3.0012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9653    2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537    1.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5349    2.3599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5563    0.7072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2644    1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8315    1.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8271    1.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116    2.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4000    1.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1245    0.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  2  0
 10 14  1  0
  5  1  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
  5  6  2  0
  1  2  1  0
 13 14  1  0
  2  7  2  0
 14 15  2  0
  2  3  1  0
 15 16  1  0
  3  8  2  0
 16 17  2  0
  3  4  1  0
 17 18  1  0
 18 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2062727

   (5Z)-5-(quinoxalin-2-ylmethylidene)-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: 273.34

Molecular Weight (Monoisotopic): 273.0031

AlogP: 2.12

#Rotatable Bonds: 1

Polar Surface Area: 54.88

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: 1.48

CX LogP: 2.30

CX LogD: 0.47

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.64

Np Likeness Score: -1.74

References

1. Robertson MJ, Hadzic G, Ambrus J, Pomè DY, Hyde E, Whiting A, Mariana A, von Kleist L, Chau N, Haucke V, Robinson PJ, McCluskey A..  (2012)  The Rhodadyns, a New Class of Small Molecule Inhibitors of Dynamin GTPase Activity.,  3  (5): [PMID:24900478] [10.1021/ml200284s]

2. 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