2-Chloro-4-fluoro-5-[6-methoxy-7-(2-methoxy-ethoxy)-quinolin-4-ylamino]-phenol

ID: ALA433936

Chembl Id: CHEMBL433936

PubChem CID: 5329016

Max Phase: Preclinical

Molecular Formula: C19H18ClFN2O4

Molecular Weight: 392.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCOc1cc2nccc(Nc3cc(O)c(Cl)cc3F)c2cc1OC

Standard InChI:  InChI=1S/C19H18ClFN2O4/c1-25-5-6-27-19-10-15-11(7-18(19)26-2)14(3-4-22-15)23-16-9-17(24)12(20)8-13(16)21/h3-4,7-10,24H,5-6H2,1-2H3,(H,22,23)

Standard InChI Key:  QGRWLEOULVUBBC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA433936

   Anilinoquinoline deriv. 16

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: 392.81

Molecular Weight (Monoisotopic): 392.0939

AlogP: 4.51

#Rotatable Bonds: 7

Polar Surface Area: 72.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 7.48

CX LogP: 3.06

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.93

References

1. Hennequin LF, Thomas AP, Johnstone C, Stokes ES, Plé PA, Lohmann JJ, Ogilvie DJ, Dukes M, Wedge SR, Curwen JO, Kendrew J, Lambert-van der Brempt C..  (1999)  Design and structure-activity relationship of a new class of potent VEGF receptor tyrosine kinase inhibitors.,  42  (26): [PMID:10639280] [10.1021/jm990345w]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data