Ethyl 4-(2',4'-dibromophenylamino)-2-oxocyclohex-3-en-1-oate

ID: ALA3125606

PubChem CID: 76336284

Max Phase: Preclinical

Molecular Formula: C15H15Br2NO3

Molecular Weight: 417.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1CCC(Nc2ccc(Br)cc2Br)=CC1=O

Standard InChI:  InChI=1S/C15H15Br2NO3/c1-2-21-15(20)11-5-4-10(8-14(11)19)18-13-6-3-9(16)7-12(13)17/h3,6-8,11,18H,2,4-5H2,1H3

Standard InChI Key:  PXTWXMJLJHNFFU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   13.6250  -12.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6250  -13.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3371  -13.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0491  -13.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0491  -12.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3371  -12.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7630  -13.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3371  -14.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6226  -15.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0516  -15.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6226  -15.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9082  -16.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3371  -11.3459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0516  -10.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7648  -11.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4789  -10.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4793  -10.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7598   -9.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0487  -10.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1947   -9.7021    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.3311   -9.7013    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  4  7  2  0
  3  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3125606

   Ethyl 4-(2,4-dibromoanilino)-2-oxocyclohex-3-ene-1-carboxylate

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: 417.10

Molecular Weight (Monoisotopic): 414.9419

AlogP: 4.05

#Rotatable Bonds: 4

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.45

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.40

References

1. Edafiogho IO, Qaddoumi MG, Ananthalakshmi KV, Phillips OA, Kombian SB..  (2014)  Synthesis, neuronal activity and mechanisms of action of halogenated enaminones.,  76  [PMID:24565570] [10.1016/j.ejmech.2014.02.002]

Source

Source(1):

• Scientific Literature