N-[4-(Diethylamino)phenyl]-3-methyl-5-phenylisoxazole-4-carboxamide

ID: ALA4589828

PubChem CID: 155568197

Max Phase: Preclinical

Molecular Formula: C21H23N3O2

Molecular Weight: 349.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2c(C)noc2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C21H23N3O2/c1-4-24(5-2)18-13-11-17(12-14-18)22-21(25)19-15(3)23-26-20(19)16-9-7-6-8-10-16/h6-14H,4-5H2,1-3H3,(H,22,25)

Standard InChI Key:  YEGWYDCWDGHERU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   28.3523   -3.1226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3461   -3.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1250   -4.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6163   -3.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1350   -2.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4334   -3.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8473   -2.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8368   -4.2616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6539   -4.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0553   -4.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8717   -4.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2864   -4.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8787   -3.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0636   -3.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1036   -4.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5078   -4.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3250   -5.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5165   -3.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3337   -3.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3697   -4.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3910   -2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1929   -1.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4512   -1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9085   -0.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1044   -0.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8498   -1.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
  3 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589828

   ---

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: 349.43

Molecular Weight (Monoisotopic): 349.1790

AlogP: 4.75

#Rotatable Bonds: 6

Polar Surface Area: 58.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: 5.42

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.68

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