4-(Dimethylamino)-N-(3-{2-[(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy]acetamido}phenyl)benzamide

ID: ALA4476081

PubChem CID: 155537760

Max Phase: Preclinical

Molecular Formula: C26H26N4O4

Molecular Weight: 458.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)Nc2cccc(NC(=O)COc3ccc4c(c3)CCC(=O)N4)c2)cc1

Standard InChI:  InChI=1S/C26H26N4O4/c1-30(2)21-9-6-17(7-10-21)26(33)28-20-5-3-4-19(15-20)27-25(32)16-34-22-11-12-23-18(14-22)8-13-24(31)29-23/h3-7,9-12,14-15H,8,13,16H2,1-2H3,(H,27,32)(H,28,33)(H,29,31)

Standard InChI Key:  ZIOSPUHRWHMHJG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7284  -13.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284  -14.5649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0203  -14.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4365  -14.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1425  -14.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1451  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4365  -15.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615  -16.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615  -17.0230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2696  -15.7918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9817  -16.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9817  -17.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6881  -17.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3939  -17.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8142  -16.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8142  -17.0224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5223  -15.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2303  -16.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9425  -15.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9425  -14.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6484  -14.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3590  -14.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3590  -15.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6508  -16.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0673  -16.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7670  -15.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7670  -14.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0628  -14.5679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4792  -14.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6897  -15.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  4  2  1  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
  4  9  2  0
 10  7  1  0
 10 11  2  0
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 13 12  1  0
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 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 26 32  1  0
 31 33  2  0
 17 34  1  0
 34 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476081

   ---

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: 458.52

Molecular Weight (Monoisotopic): 458.1954

AlogP: 3.91

#Rotatable Bonds: 7

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 3.16

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -1.53

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