Benzyl 3-[(trifluoromethyl)sulfonyl)oxylupa-2,20(29)-dien-28-oate

ID: ALA5288588

Chembl Id: CHEMBL5288588

Max Phase: Preclinical

Molecular Formula: C38H51F3O5S

Molecular Weight: 676.88

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)OCc3ccccc3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC=C(OS(=O)(=O)C(F)(F)F)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C38H51F3O5S/c1-24(2)26-15-20-37(32(42)45-23-25-11-9-8-10-12-25)22-21-35(6)27(31(26)37)13-14-29-34(5)18-17-30(46-47(43,44)38(39,40)41)33(3,4)28(34)16-19-36(29,35)7/h8-12,17,26-29,31H,1,13-16,18-23H2,2-7H3/t26-,27+,28-,29+,31+,34-,35+,36+,37-/m0/s1

Standard InChI Key:  LONIAVLTQYVYQE-SSVRXCMJSA-N

Alternative Forms

1. Parent:

   

   ALA5288588

   ---

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: 676.88

Molecular Weight (Monoisotopic): 676.3409

AlogP: 9.75

#Rotatable Bonds: 6

Polar Surface Area: 69.67

Molecular Species:

HBA: 5

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 10.22

CX LogD: 10.22

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.13

Np Likeness Score: 1.87

References

1. Borková L, Frydrych I, Vránová B, Jakubcová N, Lišková B, Gurská S, Džubák P, Pavliš P, Hajdúch M, Urban M..  (2022)  Lupane derivatives containing various aryl substituents in the position 3 have selective cytostatic effect in leukemic cancer cells including resistant phenotypes.,  244  [PMID:36283179] [10.1016/j.ejmech.2022.114850]

Source

Source(1):

• Scientific Literature