S-hepta-O-acetyl-lactosyldihydrolevoglucosenone thiosemicarbazone

ID: ALA4080146

Chembl Id: CHEMBL4080146

PubChem CID: 137646850

Max Phase: Preclinical

Molecular Formula: C33H44N2O19S2

Molecular Weight: 836.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](O[C@H]2[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](S[C@@H]3C/C(=N/C(N)=S)[C@@H]4OC[C@H]3O4)O[C@@H]2COC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C33H44N2O19S2/c1-12(36)43-10-21-24(46-14(3)38)26(47-15(4)39)28(49-17(6)41)31(52-21)54-25-22(11-44-13(2)37)53-32(29(50-18(7)42)27(25)48-16(5)40)56-23-8-19(35-33(34)55)30-45-9-20(23)51-30/h20-32H,8-11H2,1-7H3,(H2,34,55)/b35-19-/t20-,21-,22-,23-,24+,25-,26+,27+,28-,29-,30-,31+,32+/m1/s1

Standard InChI Key:  VTCCQQPQLISINJ-GIBVESNSSA-N

Alternative Forms

1. Parent:

   

   ALA4080146

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 836.84

Molecular Weight (Monoisotopic): 836.1980

AlogP: -0.46

#Rotatable Bonds: 13

Polar Surface Area: 268.63

Molecular Species: NEUTRAL

HBA: 21

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.17

CX Basic pKa: 2.38

CX LogP: -0.44

CX LogD: -0.44

Aromatic Rings: ┄

Heavy Atoms: 56

QED Weighted: 0.14

Np Likeness Score: 0.69

References

1. Czubatka-Bieńkowska A, Sarnik J, Macieja A, Galita G, Witczak ZJ, Poplawski T..  (2017)  Thio-functionalized carbohydrate thiosemicarbazones and evaluation of their anticancer activity.,  27  (12): [PMID:28506752] [10.1016/j.bmcl.2017.04.051]

Source

Source(1):

• Scientific Literature