Ethyl 4-(2,4-diiodophenylamino)-2-oxo-6-phenylcyclohex-3-en-1-oate

ID: ALA3125609

PubChem CID: 76321818

Max Phase: Preclinical

Molecular Formula: C21H19I2NO3

Molecular Weight: 587.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1C(=O)C=C(Nc2ccc(I)cc2I)CC1c1ccccc1

Standard InChI:  InChI=1S/C21H19I2NO3/c1-2-27-21(26)20-16(13-6-4-3-5-7-13)11-15(12-19(20)25)24-18-9-8-14(22)10-17(18)23/h3-10,12,16,20,24H,2,11H2,1H3

Standard InChI Key:  LVHHYACWXXQNSE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4668   -9.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -9.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8909   -9.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8909   -8.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -8.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6048   -9.8846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7529   -9.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788  -10.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644  -11.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8933  -11.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644  -11.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -7.4044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8933   -6.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6066   -7.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3207   -6.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3211   -6.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015   -5.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905   -6.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0364   -5.7605    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.1729   -5.7597    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.0385   -9.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251   -9.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3259  -10.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460  -11.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7564  -10.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7499  -12.3544    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
  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
  8 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26  8  1  0
 12 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3125609

   Ethyl 4-(2,4-diiodoanilino)-2-oxo-6-phenylcyclohex-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: 587.19

Molecular Weight (Monoisotopic): 586.9454

AlogP: 5.13

#Rotatable Bonds: 5

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.59

CX Basic pKa: ┄

CX LogP: 5.61

CX LogD: 5.61

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.30

Np Likeness Score: -0.56

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