N-[4-(Diethylamino)phenyl]-5-phenyloxazole-4-carboxamide

ID: ALA4537081

PubChem CID: 60298320

Max Phase: Preclinical

Molecular Formula: C20H21N3O2

Molecular Weight: 335.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2ncoc2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C20H21N3O2/c1-3-23(4-2)17-12-10-16(11-13-17)22-20(24)18-19(25-14-21-18)15-8-6-5-7-9-15/h5-14H,3-4H2,1-2H3,(H,22,24)

Standard InChI Key:  JTYVDGGAASKBJQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.0935   -3.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0905   -4.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8704   -4.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3549   -3.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8752   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1274   -2.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9327   -2.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1878   -1.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6427   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8351   -0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5796   -1.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1762   -3.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5875   -4.5408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4088   -4.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8135   -5.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6341   -5.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0491   -4.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6335   -3.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8143   -3.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8705   -4.5456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2785   -5.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0998   -5.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2796   -3.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1009   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5905   -3.1213    0.0000 O   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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  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
M  END

Alternative Forms

1. Parent:

   

   ALA4537081

   N-[4-(diethylamino)phenyl]-5-phenyl-1,3-oxazole-4-carboxamide

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: 335.41

Molecular Weight (Monoisotopic): 335.1634

AlogP: 4.44

#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: 13.75

CX Basic pKa: 5.40

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.46

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