SID49668442

ID: ALA2143601

PubChem CID: 1068824

Max Phase: Preclinical

Molecular Formula: C21H18BrNO4

Molecular Weight: 428.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1nc2ccc(Br)cc2c(-c2ccccc2)c1C(C)=O

Standard InChI:  InChI=1S/C21H18BrNO4/c1-3-26-18(25)12-27-21-19(13(2)24)20(14-7-5-4-6-8-14)16-11-15(22)9-10-17(16)23-21/h4-11H,3,12H2,1-2H3

Standard InChI Key:  YLQSFMGQHNLGBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    3.6321   -1.3486    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.8952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2025    5.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2452    3.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2919   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122   -1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5891   -3.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -3.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141   -2.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5853   -5.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127   -5.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2844   -5.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5006    6.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4988    7.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0
  2 11  1  0
  2 20  1  0
  3 13  2  0
  4 25  1  0
  4 26  1  0
  5 25  2  0
  6 10  1  0
  6 11  2  0
  7  8  1  0
  7  9  2  0
  7 12  1  0
  8 10  1  0
  8 14  2  0
  9 11  1  0
  9 13  1  0
 10 15  2  0
 12 18  2  0
 12 19  1  0
 13 21  1  0
 14 16  1  0
 15 17  1  0
 16 17  2  0
 18 22  1  0
 19 23  2  0
 20 25  1  0
 22 24  2  0
 23 24  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2143601

   Ethyl [(3-acetyl-6-bromo-4-phenylquinolin-2-yl)oxy]acetate

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: 428.28

Molecular Weight (Monoisotopic): 427.0419

AlogP: 4.81

#Rotatable Bonds: 6

Polar Surface Area: 65.49

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.81

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -0.72

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays