N-[4-(Dimethylamino)benzyl]-N-(5-methyl-3-phenylisoxazol-4-yl)acetamide

ID: ALA4454617

PubChem CID: 155523760

Max Phase: Preclinical

Molecular Formula: C21H23N3O2

Molecular Weight: 349.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N(Cc1ccc(N(C)C)cc1)c1c(-c2ccccc2)noc1C

Standard InChI:  InChI=1S/C21H23N3O2/c1-15-21(20(22-26-15)18-8-6-5-7-9-18)24(16(2)25)14-17-10-12-19(13-11-17)23(3)4/h5-13H,14H2,1-4H3

Standard InChI Key:  LSDSVYZSHFRXJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.5125   -3.0070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5063   -3.8283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2852   -4.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7765   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2952   -2.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5299   -4.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5512   -1.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3531   -1.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6113   -1.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0687   -0.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2645   -0.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0100   -1.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5936   -3.4353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9969   -4.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8141   -4.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0075   -2.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8246   -2.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6041   -2.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2136   -4.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0300   -4.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4447   -4.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0370   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2219   -3.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2619   -4.1723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6661   -4.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6748   -3.4671    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
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  5  1  2  0
  3  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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  5  7  1  0
  4 13  1  0
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 16 18  2  0
 15 19  2  0
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 20 21  2  0
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 22 23  2  0
 23 15  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4454617

   ---

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: 349.43

Molecular Weight (Monoisotopic): 349.1790

AlogP: 4.27

#Rotatable Bonds: 5

Polar Surface Area: 49.58

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.85

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -1.39

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