S-tetra-O-acetyl-D-gluco-dihydrolevoglucosenone thiosemicarbazone

ID: ALA4072137

Chembl Id: CHEMBL4072137

PubChem CID: 137639319

Max Phase: Preclinical

Molecular Formula: C21H28N2O11S2

Molecular Weight: 548.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](S[C@@H]2C/C(=N/C(N)=S)[C@@H]3OC[C@H]2O3)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C21H28N2O11S2/c1-8(24)28-7-14-16(30-9(2)25)17(31-10(3)26)18(32-11(4)27)20(34-14)36-15-5-12(23-21(22)35)19-29-6-13(15)33-19/h13-20H,5-7H2,1-4H3,(H2,22,35)/b23-12-/t13-,14-,15-,16-,17+,18-,19-,20+/m1/s1

Standard InChI Key:  KXJOCLIAMCBVSA-WBKVNLFRSA-N

Alternative Forms

1. Parent:

   

   ALA4072137

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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: 548.59

Molecular Weight (Monoisotopic): 548.1135

AlogP: 0.00

#Rotatable Bonds: 7

Polar Surface Area: 171.27

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.17

CX Basic pKa: 2.40

CX LogP: 0.01

CX LogD: 0.01

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.26

Np Likeness Score: 0.74

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