((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-yl)methyl 4-(4-(2-(3-benzyl-5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)piperazin-1-yl)-4-oxobutanoate

ID: ALA4584815

PubChem CID: 155562233

Max Phase: Preclinical

Molecular Formula: C36H41FN4O9

Molecular Weight: 692.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)CCC(=O)N1CCN(C(=O)Cn3cc(F)c(=O)n(Cc4ccccc4)c3=O)CC1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C36H41FN4O9/c1-23-26-11-10-25(9-6-14-36(2)32(50-36)31(26)49-34(23)46)22-48-30(44)13-12-28(42)38-15-17-39(18-16-38)29(43)21-40-20-27(37)33(45)41(35(40)47)19-24-7-4-3-5-8-24/h3-5,7-9,20,26,31-32H,1,6,10-19,21-22H2,2H3/b25-9+/t26-,31-,32-,36+/m0/s1

Standard InChI Key:  VLJPJZMKUPRCGK-ZQIHOFEQSA-N

Molfile:  

 
     RDKit          2D

 53 58  0  0  0  0  0  0  0  0999 V2000
   28.5002   -8.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9229   -7.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1044   -7.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8136   -9.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4189   -9.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1004   -9.1944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2648   -8.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0756   -8.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2378   -7.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5299   -7.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4693   -6.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6944   -6.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7868   -5.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9983   -6.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1774   -5.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8847   -6.2692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5928   -5.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3001   -6.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5935   -5.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4451   -8.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8177   -6.8228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.2198   -9.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8825   -8.1949    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   29.9052  -10.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5981   -8.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.0082   -5.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7156   -6.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7148   -7.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4236   -5.8637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1296   -6.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8356   -5.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8405   -5.0549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1333   -4.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4212   -5.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5501   -4.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2559   -5.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9655   -4.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5539   -3.8324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6726   -5.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3800   -4.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3881   -3.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6824   -3.4419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9688   -3.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2638   -3.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0992   -3.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6890   -2.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4000   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1055   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8160   -2.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8231   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1137   -1.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4061   -1.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0843   -5.0880    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  1  0
  5  8  1  0
  7  6  1  0
  6  4  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2  7  1  0
 10 11  1  0
  3 12  1  0
 11 13  2  0
 12 14  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  3 20  1  1
  2 21  1  1
  5 22  2  0
  8 23  1  6
  4 24  2  0
  7 25  1  1
 18 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 35 38  2  0
 37 39  1  0
 37 43  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 41 45  2  0
 42 46  1  0
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 47  1  0
 40 53  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584815

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 692.74

Molecular Weight (Monoisotopic): 692.2858

AlogP: 1.95

#Rotatable Bonds: 9

Polar Surface Area: 149.75

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.17

Np Likeness Score: 0.52

References

1. Ding Y, Li S, Ge W, Liu Z, Zhang X, Wang M, Chen T, Chen Y, Zhang Q..  (2019)  Design and synthesis of parthenolide and 5-fluorouracil conjugates as potential anticancer agents against drug resistant hepatocellular carcinoma.,  183  [PMID:31553932] [10.1016/j.ejmech.2019.111706]

Source

Source(1):

• Scientific Literature