E/Z-2-Fluoroethyl N-[4-(diethylamino)phenyl]-5-methyl-3-phenylisoxazole-4-carbimidothioate

ID: ALA4532293

PubChem CID: 155546519

Max Phase: Preclinical

Molecular Formula: C23H26FN3OS

Molecular Weight: 411.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/N=C(\SCCF)c2c(-c3ccccc3)noc2C)cc1

Standard InChI:  InChI=1S/C23H26FN3OS/c1-4-27(5-2)20-13-11-19(12-14-20)25-23(29-16-15-24)21-17(3)28-26-22(21)18-9-7-6-8-10-18/h6-14H,4-5,15-16H2,1-3H3/b25-23-

Standard InChI Key:  UINXAQLLPKJDBA-BZZOAKBMSA-N

Molfile:  

 
     RDKit          2D

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   14.9510  -12.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7299  -12.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2211  -11.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7398  -11.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9513  -10.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3695   -9.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5852   -9.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3789   -8.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9550   -9.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7482  -10.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0383  -11.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4416  -12.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2588  -12.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6602  -13.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4766  -13.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8913  -12.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4836  -11.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6685  -11.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7085  -12.6774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1127  -13.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1214  -11.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9385  -11.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9299  -13.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9746  -13.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4522  -11.2370    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2693  -11.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6832  -10.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5003  -10.5445    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  2  0
  4  5  1  0
  5  1  2  0
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  9  8  2  0
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  6 11  1  0
  4 12  1  0
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 13 14  1  0
 14 15  2  0
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 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 21 24  1  0
  3 25  1  0
 12 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532293

   ---

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: 411.55

Molecular Weight (Monoisotopic): 411.1781

AlogP: 6.28

#Rotatable Bonds: 8

Polar Surface Area: 41.63

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.92

CX LogP: 6.25

CX LogD: 6.25

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -1.45

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature