(E)-5-(4-fluorobenzylidene)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-2-thioxothiazolidin-4-one

ID: ALA4568422

PubChem CID: 155560664

Max Phase: Preclinical

Molecular Formula: C19H14FNO3S2

Molecular Weight: 387.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)CN2C(=O)/C(=C\c3ccc(F)cc3)SC2=S)cc1

Standard InChI:  InChI=1S/C19H14FNO3S2/c1-24-15-8-4-13(5-9-15)16(22)11-21-18(23)17(26-19(21)25)10-12-2-6-14(20)7-3-12/h2-10H,11H2,1H3/b17-10+

Standard InChI Key:  VJXYGMAEDPWWJP-LICLKQGHSA-N

Molfile:  

 
     RDKit          2D

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    5.7203  -25.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5416  -25.6466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8001  -24.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330  -24.3837    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4702  -24.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474  -26.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2444  -26.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9547  -27.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5311  -27.2866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2391  -26.3113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5818  -24.6143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546  -24.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9474  -28.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6569  -28.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3712  -28.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3716  -27.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6615  -26.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0422  -24.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350  -24.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6272  -24.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6258  -25.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3379  -26.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469  -25.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0821  -28.5311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0802  -29.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9140  -26.0913    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  7  9  2  0
  1 10  2  0
  3 11  2  0
  5 12  2  0
  8 13  2  0
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 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568422

   ---

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: 387.46

Molecular Weight (Monoisotopic): 387.0399

AlogP: 3.92

#Rotatable Bonds: 5

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.94

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: -1.74

References

1. Xu JF, Wang TT, Yuan Q, Duan YT, Xu YJ, Lv PC, Wang XM, Yang YS, Zhu HL..  (2019)  Discovery and development of novel rhodanine derivatives targeting enoyl-acyl carrier protein reductase.,  27  (8): [PMID:30846404] [10.1016/j.bmc.2019.02.043]

Source

Source(1):

• Scientific Literature