(Z)-2-Imino-5-((5-(4-(trifluoromethyl)phenyl)pyridin-3-yl)methylene)thiazolidin-4-one

ID: ALA4475338

PubChem CID: 155537597

Max Phase: Preclinical

Molecular Formula: C16H10F3N3OS

Molecular Weight: 349.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C1NC(=O)/C(=C/c2cncc(-c3ccc(C(F)(F)F)cc3)c2)S1

Standard InChI:  InChI=1S/C16H10F3N3OS/c17-16(18,19)12-3-1-10(2-4-12)11-5-9(7-21-8-11)6-13-14(23)22-15(20)24-13/h1-8H,(H2,20,22,23)/b13-6-

Standard InChI Key:  QMBBYLUZMCPMTA-MLPAPPSSSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.3115   -2.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3104   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184   -3.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7281   -3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7253   -2.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0166   -2.2779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024   -3.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950   -3.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132   -2.6896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -2.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6048   -3.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512   -3.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6822   -1.7722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9800   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4364   -3.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4329   -4.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1404   -5.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8484   -4.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8445   -3.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1364   -3.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5573   -5.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5597   -5.9523    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2639   -4.7244    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2615   -5.5429    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 10 13  2  0
 12 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475338

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.34

Molecular Weight (Monoisotopic): 349.0497

AlogP: 3.91

#Rotatable Bonds: 2

Polar Surface Area: 65.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.86

CX Basic pKa: 4.36

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -1.50

References

1. Manz TD, Sivakumaren SC, Ferguson FM, Zhang T, Yasgar A, Seo HS, Ficarro SB, Card JD, Shim H, Miduturu CV, Simeonov A, Shen M, Marto JA, Dhe-Paganon S, Hall MD, Cantley LC, Gray NS..  (2020)  Discovery and Structure-Activity Relationship Study of (Z)-5-Methylenethiazolidin-4-one Derivatives as Potent and Selective Pan-phosphatidylinositol 5-Phosphate 4-Kinase Inhibitors.,  63  (9): [PMID:32298120] [10.1021/acs.jmedchem.0c00227]

Source

Source(1):

• Scientific Literature