N-[4-(Diethylamino)phenyl]-1-(4-fluorophenyl)-2-(methylthio)-1H-imidazole-5-carboxamide

ID: ALA4470379

PubChem CID: 155534183

Max Phase: Preclinical

Molecular Formula: C21H23FN4OS

Molecular Weight: 398.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2cnc(SC)n2-c2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C21H23FN4OS/c1-4-25(5-2)17-12-8-16(9-13-17)24-20(27)19-14-23-21(28-3)26(19)18-10-6-15(22)7-11-18/h6-14H,4-5H2,1-3H3,(H,24,27)

Standard InChI Key:  HOQMEBWAGRXVQT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.6549   -4.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6488   -4.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4277   -5.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9189   -4.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4376   -3.8946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6502   -3.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0696   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2822   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0758   -1.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6548   -2.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4469   -2.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2883   -0.7237    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.7402   -4.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1446   -5.2761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9659   -5.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3720   -5.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1925   -5.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6062   -5.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1975   -4.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3782   -4.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4275   -5.2935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8369   -6.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6582   -6.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8435   -4.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6648   -4.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1530   -3.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9436   -3.7283    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.2324   -4.1389    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  1  1  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  6 11  1  0
  9 12  1  0
  4 13  1  0
 13 14  1  0
 14 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
 22 23  1  0
 21 24  1  0
 24 25  1  0
 13 26  2  0
  1 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4470379

   ---

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: 398.51

Molecular Weight (Monoisotopic): 398.1577

AlogP: 4.83

#Rotatable Bonds: 7

Polar Surface Area: 50.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.41

CX LogP: 5.03

CX LogD: 5.02

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -2.26

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