4-bromo-1-oxo-N-(3-phenoxyphenyl)-1,2-dihydroisoquinoline-3-carboxamide

ID: ALA5290934

Max Phase: Preclinical

Molecular Formula: C22H15BrN2O3

Molecular Weight: 435.28

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Oc2ccccc2)c1)c1[nH]c(=O)c2ccccc2c1Br

Standard InChI:  InChI=1S/C22H15BrN2O3/c23-19-17-11-4-5-12-18(17)21(26)25-20(19)22(27)24-14-7-6-10-16(13-14)28-15-8-2-1-3-9-15/h1-13H,(H,24,27)(H,25,26)

Standard InChI Key:  GCATUZFJEZFAFG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -4.6243    0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6243   -0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9109   -1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -0.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128    0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7806    0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7806   -0.6163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923   -1.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923   -1.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0690    0.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0690    1.4378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.2052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    0.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    1.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0642    1.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776    1.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892    0.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    1.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109    1.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243    1.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243    0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9155    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    1.4378    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 19 21  1  0
 21 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290934

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.28

Molecular Weight (Monoisotopic): 434.0266

AlogP: 5.34

#Rotatable Bonds: 4

Polar Surface Area: 71.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.76

CX Basic pKa: ┄

CX LogP: 4.21

CX LogD: 4.19

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -1.02

References

1. Voss S, Nitsche C..  (2021)  Targeting the protease of West Nile virus.,  12  (8.0): [PMID:34458734] [10.1039/D1MD00080B]

Source

Source(1):

• Scientific Literature