(E)-N-(7-Chloro-1-ethylquinolin-4(1H)-ylidene)-4-(3-(trifluoromethoxy)phenoxy)aniline

ID: ALA2381930

Chembl Id: CHEMBL2381930

PubChem CID: 71680753

Max Phase: Preclinical

Molecular Formula: C24H18ClF3N2O2

Molecular Weight: 458.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc/c(=N\c2ccc(Oc3cccc(OC(F)(F)F)c3)cc2)c2ccc(Cl)cc21

Standard InChI:  InChI=1S/C24H18ClF3N2O2/c1-2-30-13-12-22(21-11-6-16(25)14-23(21)30)29-17-7-9-18(10-8-17)31-19-4-3-5-20(15-19)32-24(26,27)28/h3-15H,2H2,1H3/b29-22+

Standard InChI Key:  MSJQXRIUMXNDOD-QUPMIFSKSA-N

Alternative Forms

1. Parent:

   

   ALA2381930

   7-chloro-1-ethyl-N-[4-[3-(trifluoromethoxy)phenoxy]phenyl]quinolin-4-imine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.87

Molecular Weight (Monoisotopic): 458.1009

AlogP: 7.24

#Rotatable Bonds: 5

Polar Surface Area: 35.75

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.08

CX LogP: 7.84

CX LogD: 7.84

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: -1.17

References

1. Rodrigues T, da Cruz FP, Lafuente-Monasterio MJ, Gonçalves D, Ressurreição AS, Sitoe AR, Bronze MR, Gut J, Schneider G, Mota MM, Rosenthal PJ, Prudêncio M, Gamo FJ, Lopes F, Moreira R..  (2013)  Quinolin-4(1H)-imines are potent antiplasmodial drugs targeting the liver stage of malaria.,  56  (11): [PMID:23701465] [10.1021/jm400246e]

Source

Source(1):

• Scientific Literature