2-Cyanoethyl 4-(5-methyl-3-phenylisoxazole-4-carboxamido)benzoate

ID: ALA4593791

PubChem CID: 155569696

Max Phase: Preclinical

Molecular Formula: C21H17N3O4

Molecular Weight: 375.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1C(=O)Nc1ccc(C(=O)OCCC#N)cc1

Standard InChI:  InChI=1S/C21H17N3O4/c1-14-18(19(24-28-14)15-6-3-2-4-7-15)20(25)23-17-10-8-16(9-11-17)21(26)27-13-5-12-22/h2-4,6-11H,5,13H2,1H3,(H,23,25)

Standard InChI Key:  CIKMSVFWVSERJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   16.6808   -2.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6797   -2.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3919   -3.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1057   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1028   -2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3901   -1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3940   -4.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7287   -4.7013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9851   -5.4827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8065   -5.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0591   -4.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8404   -4.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4518   -4.9962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0105   -3.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2867   -6.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2331   -4.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8371   -5.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6179   -5.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7885   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1764   -3.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3980   -3.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5696   -3.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1816   -4.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7427   -3.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9626   -4.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5747   -4.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3557   -4.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1343   -4.3161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3  7  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4593791

   ---

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: 375.38

Molecular Weight (Monoisotopic): 375.1219

AlogP: 3.97

#Rotatable Bonds: 6

Polar Surface Area: 105.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.48

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