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

ID: ALA5283396

Chembl Id: CHEMBL5283396

Max Phase: Preclinical

Molecular Formula: C27H37Cl2NO6

Molecular Weight: 542.50

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(OC(=O)Cc3ccc(N(CCCl)CCCl)cc3)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C27H37Cl2NO6/c1-17-4-9-22-18(2)24(33-25-27(22)21(17)10-11-26(3,34-25)35-36-27)32-23(31)16-19-5-7-20(8-6-19)30(14-12-28)15-13-29/h5-8,17-18,21-22,24-25H,4,9-16H2,1-3H3/t17-,18-,21+,22+,24?,25-,26-,27-/m1/s1

Standard InChI Key:  SRULWTPNUUWPKK-SPHNACEZSA-N

Alternative Forms

1. Parent:

   

   ALA5283396

   ---

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: 5.26

#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: 1.69

CX LogP: 6.55

CX LogD: 6.55

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 1.95

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