N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6,7-dimethoxyquinolin-4-amine

ID: ALA4447797

PubChem CID: 155519579

Max Phase: Preclinical

Molecular Formula: C24H20ClFN2O3

Molecular Weight: 438.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2nccc(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)c2cc1OC

Standard InChI:  InChI=1S/C24H20ClFN2O3/c1-29-23-12-18-20(8-9-27-21(18)13-24(23)30-2)28-17-6-7-22(19(25)11-17)31-14-15-4-3-5-16(26)10-15/h3-13H,14H2,1-2H3,(H,27,28)

Standard InChI Key:  ZVEOYXBOCQWWQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.0687  -23.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7766  -22.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0687  -24.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524  -22.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888  -23.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524  -24.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7766  -22.0092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6403  -23.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6403  -24.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297  -21.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850  -24.4912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2134  -22.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971  -24.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888  -21.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297  -20.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051  -20.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888  -20.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9241  -22.8457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268  -24.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120  -24.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121  -23.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1994  -19.5272    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6434  -20.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6425  -19.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3562  -19.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0668  -19.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7800  -19.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7796  -18.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0600  -17.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3498  -18.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4943  -19.5325    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  2  0
  5  2  2  0
  6  3  2  0
  7  2  1  0
  8  4  1  0
  9  8  2  0
 10 12  1  0
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 12 14  2  0
 13 11  2  0
 14  7  1  0
 15 16  1  0
 16 17  2  0
 17 14  1  0
  6  9  1  0
 13  5  1  0
 10 15  2  0
  8 18  1  0
  9 19  1  0
 19 20  1  0
 18 21  1  0
 16 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4447797

   ---

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: 438.89

Molecular Weight (Monoisotopic): 438.1146

AlogP: 6.37

#Rotatable Bonds: 7

Polar Surface Area: 52.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.88

CX LogP: 5.57

CX LogD: 5.02

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -1.29

References

1. Asquith CRM, Fleck N, Torrice CD, Crona DJ, Grundner C, Zuercher WJ..  (2019)  Anti-tubercular activity of novel 4-anilinoquinolines and 4-anilinoquinazolines.,  29  (18): [PMID:31378571] [10.1016/j.bmcl.2019.07.012]

2. Asquith CRM, Naegeli KM, East MP, Laitinen T, Havener TM, Wells CI, Johnson GL, Drewry DH, Zuercher WJ, Morris DC..  (2019)  Design of a Cyclin G Associated Kinase (GAK)/Epidermal Growth Factor Receptor (EGFR) Inhibitor Set to Interrogate the Relationship of EGFR and GAK in Chordoma.,  62  (9): [PMID:30973735] [10.1021/acs.jmedchem.9b00350]

Source

Source(1):

• Scientific Literature