4-[(5-Methyl-3-phenylisoxazol-4-yl)methoxy]benzoic Acid

ID: ALA4522513

PubChem CID: 155543008

Max Phase: Preclinical

Molecular Formula: C18H15NO4

Molecular Weight: 309.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1COc1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C18H15NO4/c1-12-16(17(19-23-12)13-5-3-2-4-6-13)11-22-15-9-7-14(8-10-15)18(20)21/h2-10H,11H2,1H3,(H,20,21)

Standard InChI Key:  MKCUSTFSCYUINE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   28.9113  -11.3029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9052  -12.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6841  -12.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1753  -11.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6940  -11.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9055  -10.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3237   -9.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5394   -8.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3331   -8.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9091   -9.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7023  -10.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9287  -13.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9925  -11.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3958  -12.4419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2130  -12.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6144  -13.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4308  -13.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8454  -12.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4377  -11.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6227  -11.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6626  -12.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0669  -13.1771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0755  -11.7618    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
  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
  3 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522513

   ---

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: 309.32

Molecular Weight (Monoisotopic): 309.1001

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 72.56

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.36

CX Basic pKa: 0.40

CX LogP: 3.79

CX LogD: 0.87

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.99

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