N-(3-((5-Methoxyquinolin-2-yl)amino)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

ID: ALA4788350

PubChem CID: 162669516

Max Phase: Preclinical

Molecular Formula: C25H21N3O4

Molecular Weight: 427.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2nc(Nc3cccc(NC(=O)c4ccc5c(c4)OCCO5)c3)ccc12

Standard InChI:  InChI=1S/C25H21N3O4/c1-30-21-7-3-6-20-19(21)9-11-24(28-20)26-17-4-2-5-18(15-17)27-25(29)16-8-10-22-23(14-16)32-13-12-31-22/h2-11,14-15H,12-13H2,1H3,(H,26,28)(H,27,29)

Standard InChI Key:  FHBMZZQBIMJLDZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.4107  -18.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096  -19.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242  -19.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224  -17.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8376  -18.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384  -19.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535  -19.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684  -19.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2637  -18.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480  -17.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195  -17.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8324  -16.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9819  -19.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6969  -19.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4081  -19.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1226  -19.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244  -18.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4058  -17.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6942  -18.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8346  -19.6527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5506  -19.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2632  -19.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5541  -18.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2582  -20.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9699  -20.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9756  -19.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6847  -19.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6866  -20.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4038  -20.9012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1236  -20.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1218  -19.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4000  -19.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 25  1  0
 25 28  2  0
 27 26  2  0
 26 22  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4788350

   ---

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: 427.46

Molecular Weight (Monoisotopic): 427.1532

AlogP: 5.01

#Rotatable Bonds: 5

Polar Surface Area: 81.71

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 4.61

CX LogD: 4.60

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -1.23

References

1. El-Damasy AK,Haque MM,Park JW,Shin SC,Lee JS,EunKyeong Kim E,Keum G.  (2020)  2-Anilinoquinoline based arylamides as broad spectrum anticancer agents with B-RAF/C-RAF kinase inhibitory effects: Design, synthesis, in vitro cell-based and oncogenic kinase assessments.,  208  [PMID:32942186] [10.1016/j.ejmech.2020.112756]

Source

Source(1):

• Scientific Literature