2-Amino-6-bromo-4-(2-(4-chlorophenyl)-2-oxoethyl)-8-methoxy-4H-chromene-3-carbonitrile

ID: ALA4294978

PubChem CID: 145993624

Max Phase: Preclinical

Molecular Formula: C19H14BrClN2O3

Molecular Weight: 433.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)cc2c1OC(N)=C(C#N)C2CC(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H14BrClN2O3/c1-25-17-7-11(20)6-14-13(15(9-22)19(23)26-18(14)17)8-16(24)10-2-4-12(21)5-3-10/h2-7,13H,8,23H2,1H3

Standard InChI Key:  LJIONYINPMKNCE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   29.6467   -5.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6456   -5.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3604   -6.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3586   -4.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0740   -5.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0773   -5.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7925   -6.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5089   -5.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5055   -5.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7858   -4.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2244   -6.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7812   -3.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0645   -3.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0599   -2.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3524   -3.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7727   -2.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7685   -1.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0512   -0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3368   -1.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3445   -2.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2192   -4.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9311   -4.2205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3610   -7.1315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6467   -7.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9322   -4.6540    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   31.0457   -0.1121    0.0000 Cl  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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
  9 21  1  0
 21 22  3  0
  3 23  1  0
 23 24  1  0
  1 25  1  0
 18 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294978

   ---

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: 433.69

Molecular Weight (Monoisotopic): 431.9876

AlogP: 4.55

#Rotatable Bonds: 4

Polar Surface Area: 85.34

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.45

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.71

References

1. Pontes O, Costa M, Santos F, Sampaio-Marques B, Dias T, Ludovico P, Baltazar F, Proença F..  (2018)  Exploitation of new chalcones and 4H-chromenes as agents for cancer treatment.,  157  [PMID:30081238] [10.1016/j.ejmech.2018.07.058]

Source

Source(1):

• Scientific Literature