5-[4-(Diethylamino)phenyl]-3-methylisoxazolo[4,3-c]quinolin-4(5H)-one

ID: ALA4449660

PubChem CID: 155520528

Max Phase: Preclinical

Molecular Formula: C21H21N3O2

Molecular Weight: 347.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(-n2c(=O)c3c(C)onc3c3ccccc32)cc1

Standard InChI:  InChI=1S/C21H21N3O2/c1-4-23(5-2)15-10-12-16(13-11-15)24-18-9-7-6-8-17(18)20-19(21(24)25)14(3)26-22-20/h6-13H,4-5H2,1-3H3

Standard InChI Key:  LKBNZWZVXBEUMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7485  -14.2889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009  -15.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222  -15.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066  -15.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4097  -13.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0753  -14.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204  -13.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9063  -13.1402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4935  -12.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405  -12.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3307  -11.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664  -11.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9140  -11.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8316  -12.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6564  -12.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3191  -13.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0686  -12.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1532  -12.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4821  -11.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352  -11.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9028  -11.7961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5695  -12.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9858  -10.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7354  -10.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3192  -11.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4859  -14.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  1  0
  3  6  2  0
  3  4  1  0
  5  6  1  0
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  7  8  1  0
  8 10  1  0
  9 10  2  0
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 12 13  1  0
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  8 15  1  0
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 20 15  1  0
 18 21  1  0
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 22 25  1  0
  7 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4449660

   ---

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: 347.42

Molecular Weight (Monoisotopic): 347.1634

AlogP: 4.29

#Rotatable Bonds: 4

Polar Surface Area: 51.27

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.11

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.47

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