((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 3-(4-(bis(2-chloroethyl)amino)phenyl)propanoate

ID: ALA5272469

Chembl Id: CHEMBL5272469

Max Phase: Preclinical

Molecular Formula: C28H39Cl2NO6

Molecular Weight: 556.53

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)CCc1ccc(N(CCCl)CCCl)cc1

Standard InChI:  InChI=1S/C28H39Cl2NO6/c1-19-4-10-23-26(2,34-25-28(23)22(19)12-13-27(3,35-25)36-37-28)18-33-24(32)11-7-20-5-8-21(9-6-20)31(16-14-29)17-15-30/h5-6,8-9,19,22-23,25H,4,7,10-18H2,1-3H3/t19-,22+,23+,25-,26-,27-,28-/m1/s1

Standard InChI Key:  XZZKPEZNUYPBKG-LBDPILLVSA-N

Alternative Forms

1. Parent:

   

   ALA5272469

   ---

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: 5.45

#Rotatable Bonds: 10

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: 6.36

CX LogD: 6.36

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: 1.62

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