1-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-1H-indole-2,3-dione

ID: ALA83686

Cas Number: 75822-38-7

PubChem CID: 2247580

Max Phase: Preclinical

Molecular Formula: C16H10ClNO3

Molecular Weight: 299.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)C(=O)c2ccccc21)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C16H10ClNO3/c17-11-7-5-10(6-8-11)14(19)9-18-13-4-2-1-3-12(13)15(20)16(18)21/h1-8H,9H2

Standard InChI Key:  XZZXOUNMODASMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.8292   -7.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3125   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167   -5.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -7.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -6.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -8.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -8.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -6.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -5.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875   -9.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -7.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8667   -9.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -9.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000  -10.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -5.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750  -10.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -9.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042  -11.1542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -7.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042   -7.0667    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  1  0
 13 10  2  0
 14 17  2  0
 15  5  2  0
 16 12  2  0
 17 13  1  0
 18 14  1  0
 19  4  2  0
 20 21  2  0
 21 19  1  0
  3  5  1  0
 15 20  1  0
 16 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA83686

   1-[2-(4-chlorophenyl)-2-oxoethyl]-1H-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: 299.71

Molecular Weight (Monoisotopic): 299.0349

AlogP: 2.75

#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: 2.65

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -1.09

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays