7-((2-methoxyphenylamino)(phenyl)methyl)quinolin-8-ol

ID: ALA4756890

PubChem CID: 256751

Max Phase: Preclinical

Molecular Formula: C23H20N2O2

Molecular Weight: 356.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(c1ccccc1)c1ccc2cccnc2c1O

Standard InChI:  InChI=1S/C23H20N2O2/c1-27-20-12-6-5-11-19(20)25-21(16-8-3-2-4-9-16)18-14-13-17-10-7-15-24-22(17)23(18)26/h2-15,21,25-26H,1H3

Standard InChI Key:  JTDPWBMHHNYATG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.9560   -7.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9399   -8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2271   -8.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5262   -8.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   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
   11.1246   -7.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8415   -6.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5423   -7.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8575   -5.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4278   -6.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4439   -5.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1567   -5.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   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
    9.7431   -5.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    9.0303   -5.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    8.2817   -7.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9823   -8.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
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  1 10  1  0
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 19 20  1  0
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 20 25  2  0
 12 19  1  0
  8 12  1  0
 26 27  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756890

   7-[(2-Methoxyanilino)-phenylmethyl]quinolin-8-ol

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: 356.43

Molecular Weight (Monoisotopic): 356.1525

AlogP: 5.15

#Rotatable Bonds: 5

Polar Surface Area: 54.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.53

CX Basic pKa: 4.46

CX LogP: 4.65

CX LogD: 4.62

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.52

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