N-[[4-(diethylamino)phenyl]methyl]-N-(5-methyl-3-phenyl-isoxazol-4-yl)propanamide

ID: ALA4469226

PubChem CID: 155533718

Max Phase: Preclinical

Molecular Formula: C24H29N3O2

Molecular Weight: 391.52

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H29N3O2/c1-5-22(28)27(17-19-13-15-21(16-14-19)26(6-2)7-3)24-18(4)29-25-23(24)20-11-9-8-10-12-20/h8-16H,5-7,17H2,1-4H3

Standard InChI Key:  XKXMWGVMYPTMMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   15.3905  -12.2109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3844  -13.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1633  -13.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6545  -12.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1732  -11.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3847  -11.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8029  -10.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0186   -9.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8123   -9.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3883  -10.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1815  -10.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4079  -14.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4717  -12.6391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8750  -13.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6922  -13.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0936  -14.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9100  -14.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3246  -13.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9169  -12.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1019  -12.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1418  -13.3749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5461  -14.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5547  -12.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3719  -12.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3633  -14.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8855  -11.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7027  -11.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1165  -11.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4822  -11.2237    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  1  0
 21 23  1  0
 23 24  1  0
 22 25  1  0
 13 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4469226

   ---

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: 391.52

Molecular Weight (Monoisotopic): 391.2260

AlogP: 5.44

#Rotatable Bonds: 8

Polar Surface Area: 49.58

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 4.92

CX LogD: 4.91

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.50

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