1-(2-Oxo-2-p-tolyl-ethyl)-1H-indole-2,3-dione

ID: ALA84747

PubChem CID: 28476323

Max Phase: Preclinical

Molecular Formula: C17H13NO3

Molecular Weight: 279.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)CN2C(=O)C(=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C17H13NO3/c1-11-6-8-12(9-7-11)15(19)10-18-14-5-3-2-4-13(14)16(20)17(18)21/h2-9H,10H2,1H3

Standard InChI Key:  PJQULSIUMHBSSF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.8875   -7.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -6.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -7.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0917   -6.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1417   -8.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -8.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -6.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292   -5.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -9.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417   -7.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9292   -9.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1625   -9.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292  -10.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5667   -9.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542  -10.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -7.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625  -11.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -6.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -7.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  1  1  0
  7  6  1  0
  8  2  2  0
  9  3  2  0
 10  7  1  0
 11  7  2  0
 12 10  2  0
 13 10  1  0
 14  5  2  0
 15 12  1  0
 16 13  2  0
 17 16  1  0
 18  4  2  0
 19 17  1  0
 20 21  2  0
 21 18  1  0
  3  5  1  0
 14 20  1  0
 15 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA84747

   1-[2-(4-Methylphenyl)-2-oxoethyl]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: 279.30

Molecular Weight (Monoisotopic): 279.0895

AlogP: 2.41

#Rotatable Bonds: 3

Polar Surface Area: 54.45

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.96

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