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

ID: ALA4593245

PubChem CID: 155569358

Max Phase: Preclinical

Molecular Formula: C28H28BrFN2O7

Molecular Weight: 603.44

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(Cc3ccc(Br)cc3)c1=O)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C28H28BrFN2O7/c1-16-20-10-7-18(4-3-11-28(2)24(39-28)23(20)38-26(16)35)15-37-22(33)14-31-13-21(30)25(34)32(27(31)36)12-17-5-8-19(29)9-6-17/h4-6,8-9,13,20,23-24H,1,3,7,10-12,14-15H2,2H3/b18-4+/t20-,23-,24-,28+/m0/s1

Standard InChI Key:  MLBJXUBHJBWXLP-QJTHHPEESA-N

Molfile:  

 
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   10.6902   -4.7240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2137   -2.3422    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
 39 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4593245

   ---

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: 603.44

Molecular Weight (Monoisotopic): 602.1064

AlogP: 3.26

#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: 4.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: 0.92

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