2-(2,3-Dioxo-2,3-dihydro-indol-1-yl)-acetamide

ID: ALA79466

Cas Number: 85124-17-0

PubChem CID: 1906162

Max Phase: Preclinical

Molecular Formula: C10H8N2O3

Molecular Weight: 204.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CN1C(=O)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C10H8N2O3/c11-8(13)5-12-7-4-2-1-3-6(7)9(14)10(12)15/h1-4H,5H2,(H2,11,13)

Standard InChI Key:  PFDMWGKCXRICRV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    5.0917   -8.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5750   -7.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -6.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -7.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -7.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3500   -8.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4000   -7.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -5.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417   -8.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5500   -9.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -6.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -8.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -7.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -7.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  1  1  0
  6  1  1  0
  7  6  1  0
  8  2  2  0
  9  3  2  0
 10  7  2  0
 11  7  1  0
 12  4  2  0
 13  5  2  0
 14 15  2  0
 15 13  1  0
  3  4  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA79466

   2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide

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: 204.19

Molecular Weight (Monoisotopic): 204.0535

AlogP: -0.30

#Rotatable Bonds: 2

Polar Surface Area: 80.47

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.51

CX LogD: -0.51

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.67

Np Likeness Score: -1.01

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. Hyatt JL, Moak T, Hatfield MJ, Tsurkan L, Edwards CC, Wierdl M, Danks MK, Wadkins RM, Potter PM..  (2007)  Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.,  50  (8): [PMID:17378546] [10.1021/jm061471k]

Source

Source(1):

• Scientific Literature