7-((2,6-dichlorophenyl)(pyridin-2-ylamino)methyl)quinolin-8-ol

ID: ALA4764456

PubChem CID: 3767195

Max Phase: Preclinical

Molecular Formula: C21H15Cl2N3O

Molecular Weight: 396.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1c(C(Nc2ccccn2)c2c(Cl)cccc2Cl)ccc2cccnc12

Standard InChI:  InChI=1S/C21H15Cl2N3O/c22-15-6-3-7-16(23)18(15)20(26-17-8-1-2-11-24-17)14-10-9-13-5-4-12-25-19(13)21(14)27/h1-12,20,27H,(H,24,26)

Standard InChI Key:  WOPDKGYYANFDPZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.7478   -9.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6178  -10.5457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0383   -9.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0430  -12.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0400  -10.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3308  -10.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7451  -10.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6217  -12.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6208  -13.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3305  -12.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6181   -9.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9146   -9.3323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9144   -8.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6190   -8.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3259   -8.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3208   -9.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3147  -13.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0403  -13.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4594  -10.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4629   -9.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1768   -9.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8921   -9.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8826  -10.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1637  -10.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7432  -11.7695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9149  -12.3285    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.7501  -12.3287    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1 20  2  0
 10  4  2  0
  6 10  1  0
  9  8  2  0
 17  9  1  0
  7  5  1  0
  8 10  1  0
  5  6  1  0
 19  7  2  0
  5  3  2  0
  6  2  1  0
  4 18  1  0
  3  1  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  7 25  1  0
  8 26  1  0
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764456

   7-[(2,6-Dichlorophenyl)[(pyridin-2-YL)amino]methyl]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: 396.28

Molecular Weight (Monoisotopic): 395.0592

AlogP: 5.84

#Rotatable Bonds: 4

Polar Surface Area: 58.04

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: 6.51

CX LogP: 5.39

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.00

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