((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 4-(bis(2-chloroethyl)amino)-3-methylbenzoate

ID: ALA5272885

Chembl Id: CHEMBL5272885

Max Phase: Preclinical

Molecular Formula: C27H37Cl2NO6

Molecular Weight: 542.50

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H37Cl2NO6/c1-17-5-8-22-25(3,33-24-27(22)20(17)9-10-26(4,34-24)35-36-27)16-32-23(31)19-6-7-21(18(2)15-19)30(13-11-28)14-12-29/h6-7,15,17,20,22,24H,5,8-14,16H2,1-4H3/t17-,20+,22+,24-,25-,26-,27-/m1/s1

Standard InChI Key:  CSDWYUTXQBDQCX-DSFORBKNSA-N

Alternative Forms

1. Parent:

   

   ALA5272885

   ---

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: 5.44

#Rotatable Bonds: 8

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: 0.15

CX LogP: 6.64

CX LogD: 6.64

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 1.47

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