Chlorophthalim

ID: ALA2269745

Cas Number: 88402-43-1

PubChem CID: 115171

Max Phase: Preclinical

Molecular Formula: C14H12ClNO2

Molecular Weight: 261.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2=C(CCCC2)C(=O)N1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C14H12ClNO2/c15-9-5-7-10(8-6-9)16-13(17)11-3-1-2-4-12(11)14(16)18/h5-8H,1-4H2

Standard InChI Key:  MJQBFSWPMMHVSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    0.9708   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -2.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1804   -2.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6660   -2.1631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354   -0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4353   -3.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4900   -2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9019   -2.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7262   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395   -2.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7225   -1.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997   -1.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -2.1633    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA2269745

   CHLOROPHTHALIUM

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: 261.71

Molecular Weight (Monoisotopic): 261.0557

AlogP: 3.08

#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: 1.19

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.73

Np Likeness Score: -0.76

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. Hoshi T, Koizumi K, Sato Y, Wakabayashi K.  (1993)  Hydrolysis and Phytotoxic Activity ofN-Aryl-3,4,5,6-tetrahydroisophthalimides,  57  (11): [10.1271/bbb.57.1913]

3. Koura S, Takasuka K, Katsuyama N, Ogino C, Sato Y, Wakabayashi K.  (1994)  Mode for Herbicidal Action of 2-Amino-3-chloro-1,4-naphthoquinone (ACN),  58  (7): [10.1271/bbb.58.1210]

4. HIRAKI M, MATSUNARI K, FUJITA T, WAKABAYASHI K.  (2002)  Mode of Action of Herbicidal N-Benzyl-4-chloro-N-isobutyl-2-pentenamides,  27  (3): [10.1584/jpestics.27.272]

5. MATSUNARI K, SHIMIZU T, YOSHIDA F, FUJITA T.  (2002)  Mechanism of the Phytotoxic Action of Herbicidal N-Isobutyl-N-(4-substituted benzyl)-4-halo-2-pentenamides,  27  (1): [10.1584/jpestics.27.9]

6. MIYAMOTO Y, IKEDA Y, WAKABAYASHI K.  (2003)  Synthesis and Phytotoxic Activities of N-Substituted Phenyl Isothiazolone Derivatives,  28  (3): [10.1584/jpestics.28.293]

7. MIYAMOTO Y, KOHNO H, PFLEIDERER W, BOGER P, WAKABAYASHI K.  (1995)  Synthesis of 1, 2, 4-Triazolo[1, 5-a]-1, 3, 5-triazine Derivatives for Phytotoxic Activity,  20  (2): [10.1584/jpestics.20.119]

8. KOHNO H, OGINO C, IIDA T, TAKASUKA S, SATO Y, NICOLAUS B, BOGER P, WAKABAYASHI K.  (1995)  Peroxidizing Phytotoxic Activity of Pyrazoles,  20  (2): [10.1584/jpestics.20.137]

9. 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]

10. IIDA T, UCHIDA A, URAGUCHI R, SATO Y, BoGER P, WAKABAYASHI K.  (1997)  Peroxidizing Phytotoxicities of 1, 2-Dialkyl-1, 2, 4-triazolidines and 3, 4-Dialkyl-1, 3, 4-thiadiazolidines,  22  (4): [10.1584/jpestics.22.303]

11. OHKI A, OHKI S, KOIZUMI K, SATO Y, KOHNO H, BOGER P, WAKABAYASHI K.  (1997)  Phytotoxicity Caused by Peroxidizing Herbicides Is Alleviated by 2-Substituted 4, 6-Bis(ethylamino)-1, 3, 5-triazines,  22  (4): [10.1584/jpestics.22.309]

Source

Source(1):

• Scientific Literature