2-Oxopropyl 4-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]benzoate

ID: ALA4538691

PubChem CID: 155549483

Max Phase: Preclinical

Molecular Formula: C21H19NO5

Molecular Weight: 365.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)COC(=O)c1ccc(OCc2c(-c3ccccc3)noc2C)cc1

Standard InChI:  InChI=1S/C21H19NO5/c1-14(23)12-26-21(24)17-8-10-18(11-9-17)25-13-19-15(2)27-22-20(19)16-6-4-3-5-7-16/h3-11H,12-13H2,1-2H3

Standard InChI Key:  ZXRBEZSGGZYFNO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.4660   -3.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4599   -3.9523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2388   -4.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7300   -3.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2487   -2.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4602   -2.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8784   -1.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0941   -0.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8878   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4638   -1.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2570   -1.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4834   -4.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5472   -3.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9505   -4.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7677   -4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1691   -4.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9855   -4.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4001   -4.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9924   -3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1774   -3.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2173   -4.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6216   -5.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6302   -3.5898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4474   -3.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8517   -4.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4388   -5.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6688   -4.3100    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
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  9  8  2  0
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  4 13  1  0
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 18 21  1  0
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 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538691

   ---

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: 365.39

Molecular Weight (Monoisotopic): 365.1263

AlogP: 3.97

#Rotatable Bonds: 7

Polar Surface Area: 78.63

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.40

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

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