N-[4-(tert-Butyl)thiazol-2-yl]-5-methyl-3-phenylisoxazole-4-carboxamide

ID: ALA4538433

PubChem CID: 17191007

Max Phase: Preclinical

Molecular Formula: C18H19N3O2S

Molecular Weight: 341.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1C(=O)Nc1nc(C(C)(C)C)cs1

Standard InChI:  InChI=1S/C18H19N3O2S/c1-11-14(15(21-23-11)12-8-6-5-7-9-12)16(22)20-17-19-13(10-24-17)18(2,3)4/h5-10H,1-4H3,(H,19,20,22)

Standard InChI Key:  AVBIJCXWANKDCU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   16.1635  -11.3647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1574  -12.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9363  -12.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4275  -11.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9462  -11.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1577  -10.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5759   -9.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7916   -8.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5853   -8.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1613   -9.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9545  -10.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2446  -11.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6480  -12.5036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4693  -12.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9567  -11.8492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.7355  -12.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7294  -12.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9468  -13.1774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4407  -13.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1520  -12.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4407  -14.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1520  -13.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6585  -11.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1809  -13.2259    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
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  6 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 12 23  2  0
  3 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538433

   N-(4-tert-butyl-1,3-thiazol-2-yl)-5-methyl-3-phenyl-1,2-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: 341.44

Molecular Weight (Monoisotopic): 341.1198

AlogP: 4.66

#Rotatable Bonds: 3

Polar Surface Area: 68.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 0.02

CX LogP: 4.94

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -2.07

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