5-Cyclopropyl-N-[4-(diethylamino)phenyl]isoxazole-4-carboxamide

ID: ALA4533590

PubChem CID: 155547281

Max Phase: Preclinical

Molecular Formula: C17H21N3O2

Molecular Weight: 299.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2cnoc2C2CC2)cc1

Standard InChI:  InChI=1S/C17H21N3O2/c1-3-20(4-2)14-9-7-13(8-10-14)19-17(21)15-11-18-22-16(15)12-5-6-12/h7-12H,3-6H2,1-2H3,(H,19,21)

Standard InChI Key:  FXWXQNMFLBJXBX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.5608  -18.3094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547  -19.1265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295  -19.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8166  -18.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3394  -18.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509  -17.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1298  -16.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403  -16.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6337  -18.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381  -19.4424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553  -19.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573  -20.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0737  -20.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4873  -19.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0786  -18.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635  -18.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3045  -19.4598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7098  -20.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5270  -20.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7164  -18.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5336  -18.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0466  -18.0271    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
  6  5  1  0
  6  7  1  0
  7  8  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
  9 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533590

   ---

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: 299.37

Molecular Weight (Monoisotopic): 299.1634

AlogP: 3.65

#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: 13.99

CX Basic pKa: 5.42

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.88

Np Likeness Score: -1.49

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