(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-(bis(2-chloroethyl)amino)benzoate

ID: ALA5286258

Chembl Id: CHEMBL5286258

Max Phase: Preclinical

Molecular Formula: C26H35Cl2NO6

Molecular Weight: 528.47

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(OC(=O)c3cccc(N(CCCl)CCCl)c3)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C26H35Cl2NO6/c1-16-7-8-21-17(2)23(32-24-26(21)20(16)9-10-25(3,33-24)34-35-26)31-22(30)18-5-4-6-19(15-18)29(13-11-27)14-12-28/h4-6,15-17,20-21,23-24H,7-14H2,1-3H3/t16-,17-,20+,21+,23?,24-,25-,26-/m1/s1

Standard InChI Key:  XCNNZAQGSOVDFT-IZVJDIAVSA-N

Alternative Forms

1. Parent:

   

   ALA5286258

   ---

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: 528.47

Molecular Weight (Monoisotopic): 527.1841

AlogP: 5.34

#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: 0.46

CX LogP: 6.77

CX LogD: 6.77

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: 1.98

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