(E)-5-(((2-((7-chloroquinolin-4-yl)amino)ethyl)imino)methyl)benzene-1,3-diol

ID: ALA4741933

PubChem CID: 162647148

Max Phase: Preclinical

Molecular Formula: C18H16ClN3O2

Molecular Weight: 341.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc(O)cc(/C=N/CCNc2ccnc3cc(Cl)ccc23)c1

Standard InChI:  InChI=1S/C18H16ClN3O2/c19-13-1-2-16-17(3-4-21-18(16)9-13)22-6-5-20-11-12-7-14(23)10-15(24)8-12/h1-4,7-11,23-24H,5-6H2,(H,21,22)/b20-11+

Standard InChI Key:  FSSGZPUTQZPVST-RGVLZGJSSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.9674   -7.7596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6781   -8.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3828   -7.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0965   -8.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8007   -7.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7951   -6.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0794   -6.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3781   -6.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7359   -9.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7348  -10.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4428  -10.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4410   -9.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0275  -10.6400    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.1497   -9.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1504  -10.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8590  -10.6367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5672  -10.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5625   -9.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8534   -9.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8473   -8.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5520   -7.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2627   -8.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0728   -5.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5120   -8.1496    0.0000 O   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
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 15  2  0
 14 12  2  0
 12  9  1  0
 10 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22  1  1  0
  7 23  1  0
  5 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741933

   ---

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: 341.80

Molecular Weight (Monoisotopic): 341.0931

AlogP: 3.83

#Rotatable Bonds: 5

Polar Surface Area: 77.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.98

CX Basic pKa: 7.30

CX LogP: 3.23

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -0.77

References

1. Marinho JA,Martins Guimarães DS,Glanzmann N,de Almeida Pimentel G,Karine da Costa Nunes I,Gualberto Pereira HM,Navarro M,de Pilla Varotti F,David da Silva A,Abramo C.  (2021)  In vitro and in vivo antiplasmodial activity of novel quinoline derivative compounds by molecular hybridization.,  215  [PMID:33596489] [10.1016/j.ejmech.2021.113271]

Source

Source(1):

• Scientific Literature