(3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl 3-(4-(bis(2-chloroethyl)amino)phenyl)propanoate

ID: ALA5276860

Chembl Id: CHEMBL5276860

Max Phase: Preclinical

Molecular Formula: C28H39Cl2NO6

Molecular Weight: 556.53

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(OC(=O)CCc3ccc(N(CCCl)CCCl)cc3)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C28H39Cl2NO6/c1-18-4-10-23-19(2)25(34-26-28(23)22(18)12-13-27(3,35-26)36-37-28)33-24(32)11-7-20-5-8-21(9-6-20)31(16-14-29)17-15-30/h5-6,8-9,18-19,22-23,25-26H,4,7,10-17H2,1-3H3/t18-,19-,22+,23+,25?,26-,27-,28-/m1/s1

Standard InChI Key:  RYCQUSJAXWWSMD-CQLXOPROSA-N

Alternative Forms

1. Parent:

   

   ALA5276860

   ---

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: 556.53

Molecular Weight (Monoisotopic): 555.2154

AlogP: 5.65

#Rotatable Bonds: 9

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: 1.72

CX LogP: 7.00

CX LogD: 7.00

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: 1.97

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