(Z)-5-((5-(4-(Dimethylamino)phenyl)pyridin-3-yl)methylene)-2-iminothiazolidin-4-one

ID: ALA4538609

PubChem CID: 155549000

Max Phase: Preclinical

Molecular Formula: C17H16N4OS

Molecular Weight: 324.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(-c2cncc(/C=C3\SC(=N)NC3=O)c2)cc1

Standard InChI:  InChI=1S/C17H16N4OS/c1-21(2)14-5-3-12(4-6-14)13-7-11(9-19-10-13)8-15-16(22)20-17(18)23-15/h3-10H,1-2H3,(H2,18,20,22)/b15-8-

Standard InChI Key:  MFZLMACKJGFEJM-NVNXTCNLSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.5922   -3.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5910   -4.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991   -4.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0088   -4.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059   -3.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2973   -3.0827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830   -4.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -4.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938   -3.4944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946   -3.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8854   -4.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4318   -4.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628   -2.5770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606   -5.4380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7171   -4.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7135   -5.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4210   -5.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1291   -5.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1252   -4.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4171   -4.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8380   -5.9399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8404   -6.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5445   -5.5292    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4538609

   ---

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: 324.41

Molecular Weight (Monoisotopic): 324.1045

AlogP: 2.95

#Rotatable Bonds: 3

Polar Surface Area: 69.08

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.86

CX Basic pKa: 4.83

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: -1.48

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