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)-2-methylpropanoate

ID: ALA2230195

PubChem CID: 44478902

Max Phase: Preclinical

Molecular Formula: C23H25FN2O6

Molecular Weight: 444.46

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  YSMSBKVANVDVGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   37.9769  -25.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9740  -24.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.1152  -24.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1157  -25.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8331  -25.4369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4009  -25.4334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   40.8112  -25.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6098  -24.2852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1636  -26.8033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8347  -26.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1209  -26.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1225  -27.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4056  -26.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6919  -26.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4011  -23.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9766  -26.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6273  -26.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2398  -26.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 24 31  1  0
 24 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230195

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

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: 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: 1.03

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.38

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