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

ID: ALA5278538

Chembl Id: CHEMBL5278538

Max Phase: Preclinical

Molecular Formula: C27H37Cl2NO6

Molecular Weight: 542.50

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)OC2O[C@@H]3O[C@@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)ccc1N(CCCl)CCCl

Standard InChI:  InChI=1S/C27H37Cl2NO6/c1-16-5-7-21-18(3)24(33-25-27(21)20(16)9-10-26(4,34-25)35-36-27)32-23(31)19-6-8-22(17(2)15-19)30(13-11-28)14-12-29/h6,8,15-16,18,20-21,24-25H,5,7,9-14H2,1-4H3/t16-,18-,20+,21+,24?,25-,26-,27-/m1/s1

Standard InChI Key:  CBFPDZNQABPAHA-NBNZHOFJSA-N

Alternative Forms

1. Parent:

   

   ALA5278538

   ---

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: 5.64

#Rotatable Bonds: 7

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: 0.12

CX LogP: 7.28

CX LogD: 7.28

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 1.86

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