2-(4-chloro-2-fluorophenyl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione

ID: ALA2269736

Cas Number: 59280-72-7

PubChem CID: 185931

Max Phase: Preclinical

Molecular Formula: C14H11ClFNO2

Molecular Weight: 279.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2=C(CCCC2)C(=O)N1c1ccc(Cl)cc1F

Standard InChI:  InChI=1S/C14H11ClFNO2/c15-8-5-6-12(11(16)7-8)17-13(18)9-3-1-2-4-10(9)14(17)19/h5-7H,1-4H2

Standard InChI Key:  ORFCGRZEOCPJEX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.5849  -17.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5849  -17.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901  -18.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901  -16.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954  -17.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954  -17.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735  -18.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2546  -17.5784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736  -16.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261  -16.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260  -19.0176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0708  -17.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4787  -18.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2952  -18.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7046  -17.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2916  -16.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4765  -16.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5218  -17.5787    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0660  -16.1663    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  7 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 12  1  0
 15 18  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269736

   2-(4-Chloro-2-fluorophenyl)-4,5,6,7-tetrahydro-1h-isoindole-1,3(2h)-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: 279.70

Molecular Weight (Monoisotopic): 279.0462

AlogP: 3.22

#Rotatable Bonds: 1

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.02

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.74

Np Likeness Score: -1.06

References

1. ISHIDA S, IIDA T, KOHNO H, SATO Y, KUBO H, BOGER P, WAKABAYASHI K.  (1999)  Comparison of Phytotoxicities between 4-Fluorinated and Non-fluorinated 2-Chloro-5-(3, 4, 5, 6-tetrahydrophthalimido)benzoates,  24  (1): [10.1584/jpestics.24.28]

2. ISHIDA S, HIRAI K, KOHNO H, SATO Y, KUBO H, BOGER P, WAKABAYASHI K.  (1997)  Protoporphyrinogen-IX Oxidase Inhibition by N-(2, 4, 5-Trisubstituted phenyl)-3, 4, 5, 6-tetrahydrophthalimides,  22  (4): [10.1584/jpestics.22.299]

Source

Source(1):

• Scientific Literature