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

ID: ALA2269733

Cas Number: 76464-03-4

PubChem CID: 156705

Max Phase: Preclinical

Molecular Formula: C17H14ClNO3

Molecular Weight: 315.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1cc(N2C(=O)C3=C(CCCC3)C2=O)ccc1Cl

Standard InChI:  InChI=1S/C17H14ClNO3/c1-2-9-22-15-10-11(7-8-14(15)18)19-16(20)12-5-3-4-6-13(12)17(19)21/h1,7-8,10H,3-6,9H2

Standard InChI Key:  FNHRETLPLGSTBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.5868  -11.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5868  -11.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2921  -12.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2921  -10.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9974  -11.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9974  -11.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7755  -12.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2565  -11.5527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7756  -10.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0281  -10.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0280  -12.9919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0727  -11.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4807  -12.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2971  -12.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7066  -11.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2936  -10.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4785  -10.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5238  -11.5529    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.7054  -12.9702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5226  -12.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9308  -13.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3391  -14.3864    0.0000 C   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
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269733

   1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-3-(2-propynyloxy)phenyl)-4,5,6,7-tetrahydro-

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: 315.76

Molecular Weight (Monoisotopic): 315.0662

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.17

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -1.25

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