S-tri-O-acetyl-D-xylo-dihydrolevoglucosenone thiosemicarbazone

ID: ALA4098172

Chembl Id: CHEMBL4098172

PubChem CID: 137660415

Max Phase: Preclinical

Molecular Formula: C18H24N2O9S2

Molecular Weight: 476.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H24N2O9S2/c1-7(21)26-12-6-25-17(15(28-9(3)23)14(12)27-8(2)22)31-13-4-10(20-18(19)30)16-24-5-11(13)29-16/h11-17H,4-6H2,1-3H3,(H2,19,30)/b20-10-/t11-,12+,13-,14+,15-,16-,17+/m1/s1

Standard InChI Key:  FVDQCHMPSKRJRW-DNGUVYPYSA-N

Alternative Forms

1. Parent:

   

   ALA4098172

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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: 476.53

Molecular Weight (Monoisotopic): 476.0923

AlogP: 0.07

#Rotatable Bonds: 5

Polar Surface Area: 144.97

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.17

CX Basic pKa: 2.43

CX LogP: 0.20

CX LogD: 0.20

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: 0.67

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