1-(2-Naphthalen-2-yl-2-oxo-ethyl)-5-trifluoromethoxy-1H-indole-2,3-dione

ID: ALA84471

PubChem CID: 10363530

Max Phase: Preclinical

Molecular Formula: C21H12F3NO4

Molecular Weight: 399.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)C(=O)c2cc(OC(F)(F)F)ccc21)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C21H12F3NO4/c22-21(23,24)29-15-7-8-17-16(10-15)19(27)20(28)25(17)11-18(26)14-6-5-12-3-1-2-4-13(12)9-14/h1-10H,11H2

Standard InChI Key:  DEDOTKKBUCBQDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4500   -7.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9542   -6.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -7.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2250   -8.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -5.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0167   -8.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -9.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542   -8.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2750   -7.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2042   -5.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -6.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2292  -10.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4125  -10.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -5.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -4.7917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7000   -5.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -7.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4667  -10.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417  -11.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8792  -10.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4667  -11.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  2  1  0
  5  1  1  0
  6  1  1  0
  7 15  1  0
  8  6  1  0
  9  8  1  0
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 15 17  1  0
 16 12  2  0
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 20 21  2  0
 21 19  1  0
 22  7  1  0
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 25 10  1  0
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 27 20  1  0
 28 26  2  0
 29 27  2  0
  4  3  1  0
 11 17  1  0
 16 20  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA84471

   1-(2-Naphthalen-2-yl-2-oxoethyl)-5-(trifluoromethoxy)indole-2,3-dione

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: 399.32

Molecular Weight (Monoisotopic): 399.0718

AlogP: 4.15

#Rotatable Bonds: 4

Polar Surface Area: 63.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -0.86

References

1. Shuttleworth SJ, Nasturica D, Gervais C, Siddiqui MA, Rando RF, Lee N..  (2000)  Parallel synthesis of isatin-based serine protease inhibitors.,  10  (22): [PMID:11086715] [10.1016/s0960-894x(00)00523-0]

Source

Source(1):

• Scientific Literature