ethyl 2-(7-(5,6-dichloro-1,3-dioxoisoindolin-2-yl)-6-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetate

ID: ALA2230190

PubChem CID: 76311505

Max Phase: Preclinical

Molecular Formula: C20H13Cl2FN2O6

Molecular Weight: 467.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CN1C(=O)COc2cc(N3C(=O)c4cc(Cl)c(Cl)cc4C3=O)c(F)cc21

Standard InChI:  InChI=1S/C20H13Cl2FN2O6/c1-2-30-18(27)7-24-15-5-13(23)14(6-16(15)31-8-17(24)26)25-19(28)9-3-11(21)12(22)4-10(9)20(25)29/h3-6H,2,7-8H2,1H3

Standard InChI Key:  JKKQIIANERHWRH-UHFFFAOYSA-N

Molfile:  

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   33.3078  -12.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.0234  -10.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7368  -12.0868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4518  -11.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1659  -12.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5220  -15.5390    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.6985  -16.9702    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2230190

   Ethyl 2-[7-(5,6-dichloro-1,3-dioxoisoindol-2-yl)-6-fluoro-3-oxo-1,4-benzoxazin-4-yl]acetate

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: 467.24

Molecular Weight (Monoisotopic): 466.0135

AlogP: 3.22

#Rotatable Bonds: 4

Polar Surface Area: 93.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.31

References

1. Huang MZ, Luo FX, Mo HB, Ren YG, Wang XG, Ou XM, Lei MX, Liu AP, Huang L, Xu MC..  (2009)  Synthesis and herbicidal activity of isoindoline-1,3-dione substituted benzoxazinone derivatives containing a carboxylic ester group.,  57  (20): [PMID:19772294] [10.1021/jf901897f]

Source

Source(1):

• Scientific Literature