2-Amino-6-bromo-4-(2-(4-bromophenyl)-2-oxoethyl)-4H-chromene-3-carbonitrile

ID: ALA4288267

PubChem CID: 145990951

Max Phase: Preclinical

Molecular Formula: C18H12Br2N2O2

Molecular Weight: 448.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2ccc(Br)cc2C1CC(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C18H12Br2N2O2/c19-11-3-1-10(2-4-11)16(23)8-13-14-7-12(20)5-6-17(14)24-18(22)15(13)9-21/h1-7,13H,8,22H2

Standard InChI Key:  SXPZBIMBIXKOAP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.0955  -13.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0943  -14.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8087  -15.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8069  -13.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5218  -13.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5253  -14.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2400  -15.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9561  -14.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526  -13.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2332  -13.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6712  -15.0163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2287  -12.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5124  -12.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5079  -11.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8006  -12.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2202  -10.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2161  -10.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4992   -9.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7851  -10.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7928  -10.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6660  -13.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3776  -12.9421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3813  -13.3754    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.4936   -8.8360    0.0000 Br  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
  1 23  1  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4288267

   ---

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: 448.11

Molecular Weight (Monoisotopic): 445.9266

AlogP: 4.65

#Rotatable Bonds: 3

Polar Surface Area: 76.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.57

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.78

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