2-Cyanoethyl 4-[(5-Methyl-3-phenylisoxazol-4-yl)methoxy]benzoate

ID: ALA4552000

PubChem CID: 155555671

Max Phase: Preclinical

Molecular Formula: C21H18N2O4

Molecular Weight: 362.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1COc1ccc(C(=O)OCCC#N)cc1

Standard InChI:  InChI=1S/C21H18N2O4/c1-15-19(20(23-27-15)16-6-3-2-4-7-16)14-26-18-10-8-17(9-11-18)21(24)25-13-5-12-22/h2-4,6-11H,5,13-14H2,1H3

Standard InChI Key:  KGARHPXFBLOWEJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.5907  -28.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3696  -28.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8609  -28.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3796  -27.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5911  -26.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0092  -26.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2250  -25.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0186  -25.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5947  -25.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3879  -26.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6143  -29.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6780  -28.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0813  -28.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8985  -28.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2999  -29.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1163  -29.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5310  -28.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1233  -28.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3082  -28.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3482  -28.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7524  -29.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7611  -28.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5783  -28.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9825  -28.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7997  -28.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6146  -28.9739    0.0000 N   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
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  6  5  1  0
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  9  8  2  0
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  6 11  1  0
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  4 13  1  0
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 18 19  1  0
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 18 21  1  0
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 21 23  1  0
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 25 26  1  0
 26 27  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552000

   ---

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: 362.39

Molecular Weight (Monoisotopic): 362.1267

AlogP: 4.30

#Rotatable Bonds: 7

Polar Surface Area: 85.35

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: 3.91

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -1.16

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