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

ID: ALA4754059

PubChem CID: 155811688

Max Phase: Preclinical

Molecular Formula: C25H21N3O4

Molecular Weight: 427.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2nc(Nc3ccc(NC(=O)c4ccc5c(c4)OCCO5)cc3)ccc12

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

Standard InChI Key:  PFJVXVFCLRDJCV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.7010   -7.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6998   -8.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4079   -9.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4061   -7.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1147   -7.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1155   -8.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8240   -9.1261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5323   -8.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5275   -7.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8184   -7.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4032   -6.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1095   -6.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2391   -9.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9475   -8.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6521   -9.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3601   -8.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3619   -7.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6499   -7.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9449   -7.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0729   -7.4985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7799   -7.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4884   -7.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7783   -8.7256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1920   -7.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1902   -6.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4851   -6.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9020   -6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8994   -7.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6043   -7.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3163   -7.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3188   -6.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6094   -6.2757    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
 17 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 28  1  0
 27 25  1  0
 25 26  2  0
 26 22  1  0
 27 28  2  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:

   

   ALA4754059

   ---

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: 5.79

CX LogP: 4.61

CX LogD: 4.60

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -1.15

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