NA

ID: ALA4228947

PubChem CID: 145989713

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]3O[C@]3(C)CC/C=C(/COC(=O)c3ccc(C(F)(F)F)cc3)CC[C@@H]12

Standard InChI:  InChI=1S/C23H23F3O5/c1-13-17-10-5-14(4-3-11-22(2)19(31-22)18(17)30-20(13)27)12-29-21(28)15-6-8-16(9-7-15)23(24,25)26/h4,6-9,17-19H,1,3,5,10-12H2,2H3/b14-4-/t17-,18-,19+,22+/m0/s1

Standard InChI Key:  VJCNGVCENMSOTN-LODSSATHSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   12.8609   -6.5843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8568   -5.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1420   -5.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2635   -6.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8380   -8.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4154   -9.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1222   -7.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4135   -8.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5400   -8.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8374   -9.2649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9824   -7.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5476   -7.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4289   -9.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6518  -10.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8277   -7.7217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2530   -8.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7802   -7.9237    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9797   -8.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5422   -8.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2353   -9.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5894   -8.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2727   -7.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5663   -5.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2815   -5.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9917   -5.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9879   -4.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2681   -4.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5609   -4.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6981   -4.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4135   -4.5092    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6928   -3.2792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4067   -3.6829    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  6 22  1  0
 12 24  1  0
  7 18  1  0
 18  5  1  0
 22 14  2  0
  7 17  1  0
 23  8  2  0
 12  4  1  0
 11  4  1  0
 21  9  1  0
 21 16  1  0
 21 15  1  6
 12 17  2  0
 22 23  1  0
 20 23  1  0
  5 13  1  1
 16  6  1  0
  9  5  1  0
  5 21  1  0
 20 16  1  0
 16 10  1  1
 20 19  1  6
 20 11  1  0
 24  1  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  2 25  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228947

   ---

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: 4.62

#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: 5.16

CX LogD: 5.16

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.30

Np Likeness Score: 1.73

References

1. Alwaseem H, Frisch BJ, Fasan R..  (2018)  Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.,  26  (7): [PMID:28826596] [10.1016/j.bmc.2017.08.009]

Source

Source(1):

• Scientific Literature