N-[4-(Diethylamino)phenyl]-5-methyl-2-(5-methylisoxazol-3-yl)furan-3-carboxamide

ID: ALA4454486

PubChem CID: 155524035

Max Phase: Preclinical

Molecular Formula: C20H23N3O3

Molecular Weight: 353.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2cc(C)oc2-c2cc(C)on2)cc1

Standard InChI:  InChI=1S/C20H23N3O3/c1-5-23(6-2)16-9-7-15(8-10-16)21-20(24)17-11-13(3)25-19(17)18-12-14(4)26-22-18/h7-12H,5-6H2,1-4H3,(H,21,24)

Standard InChI Key:  ODEKNMDFMSYWJO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.6531  -18.6513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6470  -19.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4217  -19.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9088  -19.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4317  -18.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6885  -17.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4674  -17.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4732  -16.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6977  -16.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2128  -16.9641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1808  -16.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7260  -19.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1304  -19.7843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9475  -19.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3495  -20.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1660  -20.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5796  -19.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1709  -19.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3558  -19.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3968  -19.8017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8021  -20.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6193  -20.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8087  -19.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6259  -19.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1388  -18.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9393  -19.8770    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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
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  8 11  1  0
  4 12  1  0
 12 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
 12 25  2  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4454486

   ---

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: 353.42

Molecular Weight (Monoisotopic): 353.1739

AlogP: 4.65

#Rotatable Bonds: 6

Polar Surface Area: 71.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.43

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.63

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