ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)butanoate

ID: ALA2230067

PubChem CID: 44478638

Max Phase: Preclinical

Molecular Formula: C23H25FN2O6

Molecular Weight: 444.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(CC)N1C(=O)C(C)Oc2cc(F)c(N3C(=O)C4=C(CCCC4)C3=O)cc21

Standard InChI:  InChI=1S/C23H25FN2O6/c1-4-16(23(30)31-5-2)25-18-11-17(15(24)10-19(18)32-12(3)20(25)27)26-21(28)13-8-6-7-9-14(13)22(26)29/h10-12,16H,4-9H2,1-3H3

Standard InChI Key:  ARBWOBJTYPGUSS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.7095   -8.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9929   -9.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4870   -9.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0408  -11.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7119  -11.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982  -11.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9997  -12.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829  -11.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691  -11.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783   -8.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539  -11.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4272  -11.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4287  -12.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 29  1  0
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 24 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230067

   Ethyl 2-[6-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-7-fluoro-2-methyl-3-oxo-1,4-benzoxazin-4-yl]butanoate

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: 444.46

Molecular Weight (Monoisotopic): 444.1697

AlogP: 3.03

#Rotatable Bonds: 5

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: 1.03

CX LogP: 2.89

CX LogD: 2.89

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -0.49

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