((3R,5aS,6R,8aS,9S,11R,11aR)-3,6,9-trimethyloctahydro-3H,11H-3,11-epoxy[1,2]dioxepino[3,4-d]isobenzofuran-9-yl)methyl 4-(bis(2-chloroethyl)amino)-3-fluorobenzoate

ID: ALA5269678

Chembl Id: CHEMBL5269678

Max Phase: Preclinical

Molecular Formula: C26H34Cl2FNO6

Molecular Weight: 546.46

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@@H]2[C@]34OO[C@](C)(CC[C@@H]13)O[C@H]4O[C@]2(C)COC(=O)c1ccc(N(CCCl)CCCl)c(F)c1

Standard InChI:  InChI=1S/C26H34Cl2FNO6/c1-16-4-7-21-24(2,33-23-26(21)18(16)8-9-25(3,34-23)35-36-26)15-32-22(31)17-5-6-20(19(29)14-17)30(12-10-27)13-11-28/h5-6,14,16,18,21,23H,4,7-13,15H2,1-3H3/t16-,18+,21+,23-,24-,25-,26-/m1/s1

Standard InChI Key:  GCUDQCSBDTUPPS-SNWUPGECSA-N

Alternative Forms

1. Parent:

   

   ALA5269678

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 546.46

Molecular Weight (Monoisotopic): 545.1747

AlogP: 5.27

#Rotatable Bonds: 8

Polar Surface Area: 66.46

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.27

CX LogD: 6.27

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 1.31

References

1. Dai T, Lin L, Chen H, Lu W, Yang X, Yang L, Liu Y, Cui J, Sun D..  (2022)  Novel nitrogen mustard-artemisinin hybrids with potent anti-leukemia action through DNA damage and activation of GPx.,  244  [PMID:36240546] [10.1016/j.ejmech.2022.114783]

Source

Source(1):

• Scientific Literature