3-[2-(4-Bromo-phenyl)-2-oxo-ethylidene]-1,3-dihydro-indol-2-one

ID: ALA1213804

Cas Number: 159867-42-2

PubChem CID: 947949

Max Phase: Preclinical

Molecular Formula: C16H10BrNO2

Molecular Weight: 328.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2/C1=C/C(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C16H10BrNO2/c17-11-7-5-10(6-8-11)15(19)9-13-12-3-1-2-4-14(12)18-16(13)20/h1-9H,(H,18,20)/b13-9-

Standard InChI Key:  UEDBOSNZRXYIME-LCYFTJDESA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.6208  -16.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167  -17.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6083  -18.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083  -16.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208  -17.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125  -17.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875  -16.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958  -17.4458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750  -15.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792  -16.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875  -14.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583  -15.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542  -13.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417  -14.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750  -13.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417  -13.2208    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.1500  -16.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375  -18.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792  -17.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750  -17.8958    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  2  0
  5  1  1  0
  6  5  2  0
  7  4  1  0
  8  2  2  0
  9  7  1  0
 10  7  2  0
 11  9  2  0
 12  9  1  0
 13 14  1  0
 14 12  2  0
 15 11  1  0
 16 13  1  0
 17  5  1  0
 18  6  1  0
 19 17  2  0
 20 19  1  0
  6  3  1  0
 20 18  2  0
 13 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1213804

   (3Z)-3-[2-(4-bromophenyl)-2-oxoethylidene]-1,3-dihydro-2H-indol-2-one

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: 328.17

Molecular Weight (Monoisotopic): 326.9895

AlogP: 3.67

#Rotatable Bonds: 2

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: ┄

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.47

References

1. Woodard CL, Li Z, Kathcart AK, Terrell J, Gerena L, Lopez-Sanchez M, Kyle DE, Bhattacharjee AK, Nichols DA, Ellis W, Prigge ST, Geyer JA, Waters NC..  (2003)  Oxindole-based compounds are selective inhibitors of Plasmodium falciparum cyclin dependent protein kinases.,  46  (18): [PMID:12930149] [10.1021/jm0300983]

2. Prado-Prado FJ, García-Mera X, González-Díaz H..  (2010)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.,  18  (6): [PMID:20185316] [10.1016/j.bmc.2010.01.068]

Source

Source(1):

• Scientific Literature