(5-Acetamido-2-oxindole-3-yl)aceticacid

ID: ALA4077548

PubChem CID: 137651217

Max Phase: Preclinical

Molecular Formula: C12H12N2O4

Molecular Weight: 248.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc2c(c1)C(CC(=O)O)C(=O)N2

Standard InChI:  InChI=1S/C12H12N2O4/c1-6(15)13-7-2-3-10-8(4-7)9(5-11(16)17)12(18)14-10/h2-4,9H,5H2,1H3,(H,13,15)(H,14,18)(H,16,17)

Standard InChI Key:  QTPWUYQQXFCEQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   14.2282   -9.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4298   -9.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8066   -9.6286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4829   -8.2730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1752  -11.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6594  -10.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4766  -10.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1752   -9.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4021  -10.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6930   -9.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9839  -10.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9839  -11.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6930  -11.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4021  -11.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5698  -10.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8607   -9.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5698  -11.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2748   -9.8402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  1  0
  9 14  2  0
  2  8  1  0
 15 16  1  0
 15 17  2  0
 15 18  1  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077548

   ---

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: 248.24

Molecular Weight (Monoisotopic): 248.0797

AlogP: 1.16

#Rotatable Bonds: 3

Polar Surface Area: 95.50

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.87

CX Basic pKa: ┄

CX LogP: -0.02

CX LogD: -3.25

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -0.43

References

1. Zaryanova EV, Lozinskaya NA, Beznos OV, Volkova MS, Chesnokova NB, Zefirov NS..  (2017)  Oxindole-based intraocular pressure reducing agents.,  27  (16): [PMID:28687205] [10.1016/j.bmcl.2017.06.065]

Source

Source(1):

• Scientific Literature