Methyl 4-(2',4'-dibromophenylamino)cyclohex-3-en-6-methyl-2-oxo-1-oate

ID: ALA3125605

PubChem CID: 76310915

Max Phase: Preclinical

Molecular Formula: C15H15Br2NO3

Molecular Weight: 417.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1C(=O)C=C(Nc2ccc(Br)cc2Br)CC1C

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

Standard InChI Key:  HWTHFRKNFYKYSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    7.9750  -12.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750  -13.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870  -14.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3990  -13.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3990  -12.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870  -12.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1129  -14.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2611  -14.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870  -14.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9725  -15.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4015  -15.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9725  -16.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870  -11.5875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4015  -11.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1147  -11.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8287  -11.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8292  -10.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1097   -9.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3986  -10.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5445   -9.9437    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.6810   -9.9429    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
  2  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  2  0
 10 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:

   

   ALA3125605

   Methyl 4-(2,4-dibromoanilino)-6-methyl-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: 3.91

#Rotatable Bonds: 3

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: 11.10

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.60

Np Likeness Score: -0.26

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