4-Ethoxy-N-(3-{2-[(4-oxo-4H-chromen-7-yl)oxy]-acetamido}phenyl)benzamide

ID: ALA4476505

PubChem CID: 155538379

Max Phase: Preclinical

Molecular Formula: C26H22N2O6

Molecular Weight: 458.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C(=O)Nc2cccc(NC(=O)COc3ccc4c(=O)ccoc4c3)c2)cc1

Standard InChI:  InChI=1S/C26H22N2O6/c1-2-32-20-8-6-17(7-9-20)26(31)28-19-5-3-4-18(14-19)27-25(30)16-34-21-10-11-22-23(29)12-13-33-24(22)15-21/h3-15H,2,16H2,1H3,(H,27,30)(H,28,31)

Standard InChI Key:  ABPSPQITFLVJSN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.6596   -3.9524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3717   -4.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9985   -5.5869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7046   -5.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7046   -4.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9940   -3.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9940   -3.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2943   -4.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6209   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2434   -3.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 33  1  0
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  1 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476505

   ---

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: 458.47

Molecular Weight (Monoisotopic): 458.1478

AlogP: 4.46

#Rotatable Bonds: 8

Polar Surface Area: 106.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -1.07

References

1. Zhao L, Li Y, Wang Y, Qiao Z, Miao Z, Yang J, Huang L, Tian C, Li L, Chen D, Yang S..  (2019)  Discovery of 4H-Chromen-4-one Derivatives as a New Class of Selective Rho Kinase (ROCK) Inhibitors, which Showed Potent Activity in ex Vivo Diabetic Retinopathy Models.,  62  (23): [PMID:31693351] [10.1021/acs.jmedchem.9b01143]

Source

Source(1):

• Scientific Literature