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

ID: ALA4475590

PubChem CID: 155537815

Max Phase: Preclinical

Molecular Formula: C27H22F3N3O5

Molecular Weight: 525.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)Nc2ccc(NC(=O)COc3ccc4c(=O)ccoc4c3)cc2C(F)(F)F)cc1

Standard InChI:  InChI=1S/C27H22F3N3O5/c1-33(2)18-6-3-16(4-7-18)26(36)32-22-10-5-17(13-21(22)27(28,29)30)31-25(35)15-38-19-8-9-20-23(34)11-12-37-24(20)14-19/h3-14H,15H2,1-2H3,(H,31,35)(H,32,36)

Standard InChI Key:  CHFJKTSSIYVLLZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.2448  -11.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4475590

   ---

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: 525.48

Molecular Weight (Monoisotopic): 525.1512

AlogP: 5.15

#Rotatable Bonds: 7

Polar Surface Area: 100.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.54

CX Basic pKa: 3.16

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.35

Np Likeness Score: -1.36

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