1((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 2-(3-benzyl-5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

ID: ALA4551178

PubChem CID: 155555079

Max Phase: Preclinical

Molecular Formula: C28H29FN2O7

Molecular Weight: 524.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)Cn1cc(F)c(=O)n(Cc3ccccc3)c1=O)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C28H29FN2O7/c1-17-20-11-10-19(9-6-12-28(2)24(38-28)23(20)37-26(17)34)16-36-22(32)15-30-14-21(29)25(33)31(27(30)35)13-18-7-4-3-5-8-18/h3-5,7-9,14,20,23-24H,1,6,10-13,15-16H2,2H3/b19-9+/t20-,23-,24-,28+/m0/s1

Standard InChI Key:  UFLBRMMERIXZEA-NACWSKLWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4551178

   ---

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: 524.55

Molecular Weight (Monoisotopic): 524.1959

AlogP: 2.50

#Rotatable Bonds: 6

Polar Surface Area: 109.13

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: 1.01

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