3-(2',4'-dibromophenylamino)-5-methylcyclohex-2-en-1-one

ID: ALA3125607

PubChem CID: 76314553

Max Phase: Preclinical

Molecular Formula: C13H13Br2NO

Molecular Weight: 359.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(=O)C=C(Nc2ccc(Br)cc2Br)C1

Standard InChI:  InChI=1S/C13H13Br2NO/c1-8-4-10(7-11(17)5-8)16-13-3-2-9(14)6-12(13)15/h2-3,6-8,16H,4-5H2,1H3

Standard InChI Key:  PEGMDEQRYGGNHY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   19.5914  -13.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5914  -14.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3035  -14.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0155  -14.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0155  -13.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3035  -12.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7293  -14.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3035  -12.0957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0179  -11.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7312  -12.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4452  -11.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4456  -10.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7261  -10.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0151  -10.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1610  -10.4519    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.2975  -10.4511    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.8776  -14.5759    0.0000 C   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
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 14 16  1  0
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3125607

   3-(2,4-Dibromoanilino)-5-methylcyclohex-2-en-1-one

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: 359.06

Molecular Weight (Monoisotopic): 356.9364

AlogP: 4.51

#Rotatable Bonds: 2

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: -0.24

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