(S)-5-fluoro-3-hydroxy-3-(2-oxopropyl)indolin-2-one

ID: ALA4560714

PubChem CID: 6923647

Max Phase: Preclinical

Molecular Formula: C11H10FNO3

Molecular Weight: 223.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)C[C@@]1(O)C(=O)Nc2ccc(F)cc21

Standard InChI:  InChI=1S/C11H10FNO3/c1-6(14)5-11(16)8-4-7(12)2-3-9(8)13-10(11)15/h2-4,16H,5H2,1H3,(H,13,15)/t11-/m0/s1

Standard InChI Key:  VKRJAGSKSCDGEI-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   24.4786   -3.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8913   -3.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2997   -3.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7025   -4.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7013   -4.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4094   -5.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4076   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1162   -4.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1165   -4.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8951   -5.2321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3761   -4.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1933   -4.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8890   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2954   -1.7766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9947   -3.7559    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.0718   -2.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
  2  8  1  0
 11 12  2  0
  3 13  1  0
 13 14  2  0
  4 15  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560714

   (3S)-5-fluoro-3-hydroxy-3-(2-oxopropyl)-1H-indol-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 223.20

Molecular Weight (Monoisotopic): 223.0645

AlogP: 0.94

#Rotatable Bonds: 2

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.51

CX Basic pKa: ┄

CX LogP: 0.62

CX LogD: 0.62

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.78

Np Likeness Score: -0.11

References

1. Ruiz V, Czyzyk DJ, Valhondo M, Jorgensen WL, Anderson KS..  (2019)  Novel allosteric covalent inhibitors of bifunctional Cryptosporidium hominis TS-DHFR from parasitic protozoa identified by virtual screening.,  29  (11): [PMID:30929953] [10.1016/j.bmcl.2019.03.022]

Source

Source(1):

• Scientific Literature