methyl 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)propanoate

ID: ALA575229

PubChem CID: 44478635

Max Phase: Preclinical

Molecular Formula: C21H21FN2O6

Molecular Weight: 416.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H21FN2O6/c1-10(21(28)29-3)23-16-9-15(14(22)8-17(16)30-11(2)18(23)25)24-19(26)12-6-4-5-7-13(12)20(24)27/h8-11H,4-7H2,1-3H3

Standard InChI Key:  LJNRQACXQCOXLE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.0792   -9.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8741   -7.7367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0900   -8.8800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6638   -8.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0900   -9.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9467   -7.2280    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3769  -10.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3769  -10.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6638   -9.7018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9507  -10.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6645   -7.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8024  -10.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  5  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA575229

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

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: 416.41

Molecular Weight (Monoisotopic): 416.1384

AlogP: 2.24

#Rotatable Bonds: 3

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: 2.01

CX LogD: 2.01

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -0.50

References

1. Zhang L, Hao GF, Tan Y, Xi Z, Huang MZ, Yang GF..  (2009)  Bioactive conformation analysis of cyclic imides as protoporphyrinogen oxidase inhibitor by combining DFT calculations, QSAR and molecular dynamic simulations.,  17  (14): [PMID:19540767] [10.1016/j.bmc.2009.06.003]

2. 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