N-(4-benzyloxyphenyl)-5-methyl-3-phenyl-isoxazole-4-carboxamide

ID: ALA4452131

PubChem CID: 1186265

Max Phase: Preclinical

Molecular Formula: C24H20N2O3

Molecular Weight: 384.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1C(=O)Nc1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C24H20N2O3/c1-17-22(23(26-29-17)19-10-6-3-7-11-19)24(27)25-20-12-14-21(15-13-20)28-16-18-8-4-2-5-9-18/h2-15H,16H2,1H3,(H,25,27)

Standard InChI Key:  CHIGZQCNPQYRFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.8013  -14.9707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0573  -14.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8824  -14.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1385  -14.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9360  -15.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2971  -13.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8824  -12.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1183  -13.4734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5330  -12.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1185  -12.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5324  -11.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7676  -12.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3591  -12.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7686  -10.6161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3580   -9.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7686   -9.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3583   -8.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7680   -7.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5936   -7.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0074   -8.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5990   -9.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6467  -13.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8214  -13.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4094  -12.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8243  -12.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6437  -12.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0598  -12.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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 19 18  2  0
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 23 22  2  0
 18 23  1  0
 24  3  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4452131

   N-[4-(benzyloxy)phenyl]-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: 384.44

Molecular Weight (Monoisotopic): 384.1474

AlogP: 5.48

#Rotatable Bonds: 6

Polar Surface Area: 64.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.61

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.37

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