N-[4-(Dimethylamino)phenyl]-5-methyl-3-(3-nitrophenyl)isoxazole-4-carboxamide

ID: ALA4551852

PubChem CID: 155555398

Max Phase: Preclinical

Molecular Formula: C19H18N4O4

Molecular Weight: 366.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2cccc([N+](=O)[O-])c2)c1C(=O)Nc1ccc(N(C)C)cc1

Standard InChI:  InChI=1S/C19H18N4O4/c1-12-17(19(24)20-14-7-9-15(10-8-14)22(2)3)18(21-27-12)13-5-4-6-16(11-13)23(25)26/h4-11H,1-3H3,(H,20,24)

Standard InChI Key:  YFXWHCJIYKHOJW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   16.8598  -20.5644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8537  -21.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6326  -21.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1238  -20.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6425  -20.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8772  -22.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9410  -20.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3548  -20.2880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3443  -21.7034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1614  -21.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5629  -22.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3793  -22.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7939  -21.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3862  -21.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5712  -21.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6111  -21.7285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0154  -22.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0240  -21.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8988  -19.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7007  -19.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9589  -18.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4163  -17.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6121  -18.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3576  -18.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0653  -17.5532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2654  -17.7202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3207  -16.7770    0.0000 O   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
  3  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  5 19  1  0
 25 26  2  0
 25 27  1  0
 23 25  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4551852

   ---

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: 366.38

Molecular Weight (Monoisotopic): 366.1328

AlogP: 3.88

#Rotatable Bonds: 5

Polar Surface Area: 101.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.88

CX Basic pKa: 4.58

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -2.05

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