((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 2-(4-(bis(2-chloroethyl)amino)phenyl)acetate

ID: ALA5266189

Chembl Id: CHEMBL5266189

Max Phase: Preclinical

Molecular Formula: C27H37Cl2NO6

Molecular Weight: 542.50

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)Cc1ccc(N(CCCl)CCCl)cc1

Standard InChI:  InChI=1S/C27H37Cl2NO6/c1-18-4-9-22-25(2,33-24-27(22)21(18)10-11-26(3,34-24)35-36-27)17-32-23(31)16-19-5-7-20(8-6-19)30(14-12-28)15-13-29/h5-8,18,21-22,24H,4,9-17H2,1-3H3/t18-,21+,22+,24-,25-,26-,27-/m1/s1

Standard InChI Key:  XUJJKBWFCWEKRY-OGDRHFGOSA-N

Alternative Forms

1. Parent:

   

   ALA5266189

   ---

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: 542.50

Molecular Weight (Monoisotopic): 541.1998

AlogP: 5.06

#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: 1.69

CX LogP: 5.91

CX LogD: 5.91

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 1.58

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