ethyl 2-((8-hydroxyquinolin-7-yl)(phenyl)methylamino)benzoate

ID: ALA4782018

Cas Number: 5335-99-9

PubChem CID: 219567

Max Phase: Preclinical

Molecular Formula: C25H22N2O3

Molecular Weight: 398.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccccc1NC(c1ccccc1)c1ccc2cccnc2c1O

Standard InChI:  InChI=1S/C25H22N2O3/c1-2-30-25(29)19-12-6-7-13-21(19)27-22(17-9-4-3-5-10-17)20-15-14-18-11-8-16-26-23(18)24(20)28/h3-16,22,27-28H,2H2,1H3

Standard InChI Key:  CFRIVAVQXGZCHZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.8093   -8.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1126   -8.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5423   -7.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1728   -4.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4760   -4.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7591   -4.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7109   -7.1781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0101   -6.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3294   -5.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6125   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5964   -6.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2973   -7.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2836   -7.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5690   -8.3698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9842   -8.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8684   -7.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1538   -8.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 12 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 12 19  1  0
  8 12  1  0
 26 27  1  0
 26 28  2  0
 25 26  1  0
 27 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782018

   Ethyl 2-{[(8-hydroxyquinolin-7-yl)(phenyl)methyl]amino}benzoate

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: 398.46

Molecular Weight (Monoisotopic): 398.1630

AlogP: 5.32

#Rotatable Bonds: 6

Polar Surface Area: 71.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.53

CX Basic pKa: 4.45

CX LogP: 5.82

CX LogD: 5.79

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -0.89

References

1. Shergalis A,Xue D,Gharbia FZ,Driks H,Shrestha B,Tanweer A,Cromer K,Ljungman M,Neamati N.  (2020)  Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines.,  63  (18): [PMID:32830969] [10.1021/acs.jmedchem.0c00728]

Source

Source(1):

• Scientific Literature