N-[4-(Diethylamino)phenyl]-5-methyl-3-(thiophen-3-yl)isoxazole-4-carboxamide

ID: ALA4537362

PubChem CID: 134367369

Max Phase: Preclinical

Molecular Formula: C19H21N3O2S

Molecular Weight: 355.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2c(-c3ccsc3)noc2C)cc1

Standard InChI:  InChI=1S/C19H21N3O2S/c1-4-22(5-2)16-8-6-15(7-9-16)20-19(23)17-13(3)24-21-18(17)14-10-11-25-12-14/h6-12H,4-5H2,1-3H3,(H,20,23)

Standard InChI Key:  FAOOXGFJELDQNN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.8854  -12.3387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792  -13.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581  -13.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1493  -12.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6680  -12.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795  -11.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3655  -10.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104   -9.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5993  -10.1967    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420  -11.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9665  -12.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3804  -12.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3698  -13.4776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1870  -13.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5884  -14.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4048  -14.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8195  -13.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118  -12.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5967  -12.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6367  -13.5027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0409  -14.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8581  -14.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0496  -12.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8667  -12.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9028  -14.1999    0.0000 C   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
  6  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  6  2  0
  4 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537362

   ---

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: 355.46

Molecular Weight (Monoisotopic): 355.1354

AlogP: 4.81

#Rotatable Bonds: 6

Polar Surface Area: 58.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.87

CX Basic pKa: 5.42

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -2.40

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