4-(Trifluoromethyl)benzyl (1aR,7aS,10aS,10bS,E)-1a-methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-5-carboxylate

ID: ALA4098312

PubChem CID: 137661813

Max Phase: Preclinical

Molecular Formula: C23H23F3O5

Molecular Weight: 436.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(C(=O)OCc1ccc(C(F)(F)F)cc1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C23H23F3O5/c1-13-17-10-7-15(4-3-11-22(2)19(31-22)18(17)30-20(13)27)21(28)29-12-14-5-8-16(9-6-14)23(24,25)26/h4-6,8-9,17-19H,1,3,7,10-12H2,2H3/b15-4+/t17-,18-,19-,22+/m0/s1

Standard InChI Key:  FRNUAKICEQLTOK-RGERDNIZSA-N

Molfile:  

     RDKit          2D

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   21.5419  -10.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1591  -12.6693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   26.9349   -8.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4999   -7.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1830   -9.1049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.1370   -7.6902    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098312

   ---

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: 436.43

Molecular Weight (Monoisotopic): 436.1498

AlogP: 4.50

#Rotatable Bonds: 3

Polar Surface Area: 65.13

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: 1.72

References

1. Yang Z, Kuang B, Kang N, Ding Y, Ge W, Lian L, Gao Y, Wei Y, Chen Y, Zhang Q..  (2017)  Synthesis and anti-acute myeloid leukemia activity of C-14 modified parthenolide derivatives.,  127  [PMID:28068601] [10.1016/j.ejmech.2016.12.044]

Source

Source(1):

• Scientific Literature