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

ID: ALA3125608

PubChem CID: 76318132

Max Phase: Preclinical

Molecular Formula: C20H17I2NO3

Molecular Weight: 573.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H17I2NO3/c1-26-20(25)19-15(12-5-3-2-4-6-12)10-14(11-18(19)24)23-17-8-7-13(21)9-16(17)22/h2-9,11,15,19,23H,10H2,1H3

Standard InChI Key:  PKRQNVGEXNXJJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.4668  -10.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788  -10.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908  -10.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908   -9.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -8.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6048  -10.6346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529  -10.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788  -11.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644  -11.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8933  -11.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644  -12.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -8.1544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8933   -7.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6066   -8.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3206   -7.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3211   -6.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6015   -6.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905   -6.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0365   -6.5105    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.1729   -6.5097    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384  -10.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3251  -10.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258  -11.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459  -11.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563  -11.4567    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
M  END

Alternative Forms

1. Parent:

   

   ALA3125608

   Methyl 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: 573.17

Molecular Weight (Monoisotopic): 572.9298

AlogP: 4.74

#Rotatable Bonds: 4

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: -0.41

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