Methyl (Z)-2-((Z)-4-oxo-3-phenyl-2-(((E)-4-(trifluoromethyl)-benzylidene)hydrazineylidene)thiazolidin-5-ylidene)acetate

ID: ALA5081309

PubChem CID: 166630016

Max Phase: Preclinical

Molecular Formula: C20H14F3N3O3S

Molecular Weight: 433.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C1\S/C(=N\N=C\c2ccc(C(F)(F)F)cc2)N(c2ccccc2)C1=O

Standard InChI:  InChI=1S/C20H14F3N3O3S/c1-29-17(27)11-16-18(28)26(15-5-3-2-4-6-15)19(30-16)25-24-12-13-7-9-14(10-8-13)20(21,22)23/h2-12H,1H3/b16-11-,24-12+,25-19-

Standard InChI Key:  MILMQRXURVRDIG-NUNJCAKTSA-N

Molfile:  

 
     RDKit          2D

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    6.9029  -10.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9145   -9.7219    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6997   -9.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1754  -10.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6828  -10.8049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9234  -11.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7215  -11.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9627  -12.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4068  -13.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6065  -12.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3690  -12.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9925  -10.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9607   -8.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4206   -8.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6816   -7.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1414   -6.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6194   -8.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5106  -10.0415    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -9.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016   -9.3271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1996  -10.9472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4894  -10.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7801  -10.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0657  -10.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0638   -9.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3502   -9.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6400   -9.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6477  -10.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619  -10.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -8.5127    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
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  9 10  1  0
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  5  6  1  0
 12  4  2  0
  3 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 19 18  1  0
 20 19  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 19  1  0
 19 30  1  0
 21  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5081309

   ---

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: 433.41

Molecular Weight (Monoisotopic): 433.0708

AlogP: 4.23

#Rotatable Bonds: 4

Polar Surface Area: 71.33

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -1.42

References

1. Tantawy AH, El-Behairy MF, Abd-Allah WH, Jiang H, Wang MQ, Marzouk AA..  (2021)  Design, Synthesis, Biological Evaluation, and Computational Studies of Novel Fluorinated Candidates as PI3K Inhibitors: Targeting Fluorophilic Binding Sites.,  64  (23.0): [PMID:34791873] [10.1021/acs.jmedchem.1c01674]

Source

Source(1):

• Scientific Literature