6-fluoro-N-(3,4,5-trimethoxyphenyl)quinolin-4-amine

ID: ALA4744568

PubChem CID: 162648949

Max Phase: Preclinical

Molecular Formula: C18H17FN2O3

Molecular Weight: 328.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2ccnc3ccc(F)cc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C18H17FN2O3/c1-22-16-9-12(10-17(23-2)18(16)24-3)21-15-6-7-20-14-5-4-11(19)8-13(14)15/h4-10H,1-3H3,(H,20,21)

Standard InChI Key:  BIXHLHXLTQCEGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   20.0663   -5.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7760   -5.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7731   -4.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0645   -4.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3583   -5.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3606   -4.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6546   -4.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9459   -4.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9476   -5.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6541   -5.7664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6560   -3.3154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9489   -2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9526   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2464   -1.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5370   -2.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5383   -2.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2451   -3.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2481   -0.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9567   -0.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8295   -1.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8297   -0.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8314   -3.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1229   -2.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4793   -4.1251    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
  3 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744568

   ---

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: 328.34

Molecular Weight (Monoisotopic): 328.1223

AlogP: 4.14

#Rotatable Bonds: 5

Polar Surface Area: 52.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 3.24

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.00

References

1. Asquith CRM,Treiber DK,Zuercher WJ.  (2019)  Utilizing comprehensive and mini-kinome panels to optimize the selectivity of quinoline inhibitors for cyclin G associated kinase (GAK).,  29  (14.0): [PMID:31129055] [10.1016/j.bmcl.2019.05.025]

2. Saul S,Pu SY,Zuercher WJ,Einav S,Asquith CRM.  (2020)  Potent antiviral activity of novel multi-substituted 4-anilinoquin(az)olines.,  30  (16): [PMID:32631507] [10.1016/j.bmcl.2020.127284]

Source

Source(1):

• Scientific Literature