4-(Dimethylamino)-N-{3-[2(4-formyl-3-methoxyphenoxy)acetamido]phenyl}benzamide

ID: ALA4539818

PubChem CID: 155549647

Max Phase: Preclinical

Molecular Formula: C25H25N3O5

Molecular Weight: 447.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OCC(=O)Nc2cccc(NC(=O)c3ccc(N(C)C)cc3)c2)ccc1C=O

Standard InChI:  InChI=1S/C25H25N3O5/c1-28(2)21-10-7-17(8-11-21)25(31)27-20-6-4-5-19(13-20)26-24(30)16-33-22-12-9-18(15-29)23(14-22)32-3/h4-15H,16H2,1-3H3,(H,26,30)(H,27,31)

Standard InChI Key:  OUWDDENIOIMPMT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.1252  -14.1852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4171  -14.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.9582  -15.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6270  -15.8233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3393  -14.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.7558  -14.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7558  -15.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0517  -15.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4639  -15.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1760  -15.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.4616  -13.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0865  -15.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 31  1  0
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 17 33  1  0
 33 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539818

   ---

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: 447.49

Molecular Weight (Monoisotopic): 447.1794

AlogP: 3.84

#Rotatable Bonds: 9

Polar Surface Area: 96.97

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: 3.16

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.34

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