Methyl 2-amino-6-bromo-4-(2-(4-bromophenyl)-2-oxoethyl)-4H-chromene-3-carboxylate

ID: ALA4293468

PubChem CID: 145989893

Max Phase: Preclinical

Molecular Formula: C19H15Br2NO4

Molecular Weight: 481.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(N)Oc2ccc(Br)cc2C1CC(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C19H15Br2NO4/c1-25-19(24)17-14(9-15(23)10-2-4-11(20)5-3-10)13-8-12(21)6-7-16(13)26-18(17)22/h2-8,14H,9,22H2,1H3

Standard InChI Key:  WXJGDMACHJTNMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.2603   -6.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2592   -7.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9739   -7.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9721   -5.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6874   -6.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6908   -7.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4060   -7.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1224   -7.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1190   -6.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3992   -5.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8379   -7.5166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3946   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6780   -4.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6735   -3.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9658   -5.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3862   -3.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3820   -2.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6648   -2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9503   -2.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9580   -3.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8327   -5.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5484   -6.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8301   -5.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2616   -5.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5458   -5.8747    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.6591   -1.3328    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
 21 22  1  0
 21 23  2  0
  9 21  1  0
 22 24  1  0
  1 25  1  0
 18 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293468

   ---

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: 481.14

Molecular Weight (Monoisotopic): 478.9368

AlogP: 4.30

#Rotatable Bonds: 4

Polar Surface Area: 78.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -0.36

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